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Gute Chemie. Connects. Your abcr Team
Gute Chemie. Foreword 1 Gute Chemie. Welcome to abcr. What do you think of when you hear the expression ‚Gute Chemie‘? Does it make you think of top-quality products or people that understand each other really well? Since we set up our company in 1987, we have consistently attempted to combine both. We offer Gute Chemie in the form of more than 300,000 specialty chemicals that we supply to major pharmaceuticals and chemical companies. And we also provide Gute Chemie in terms of our personal service coupled with an extensive network that links our clients, suppliers and partners all around the world. With this brochure, we would like to invite you to experience all the aspects of Gute Chemie. Dr. Jan Schuricht | Managing Director
The company. Gute Chemie comes from abcr. abcr GmbH Germany abcr Headquarter R&D Services abcr labs Europe abcr Locations Worldwide abcr Locations worldwide
Gute Chemie. The company 2 | 3 With abcr, you have access to over 300,000 products from the organic, organometallic and inorganic specialty chemical areas. You can order all of these materials conveniently via our webshop and we keep a large portion of them on stock for you in our logistics centre. Should your desired product not be among them, we will seek out a suitable manufacturer in our international network, or synthesise it in our own laboratories. Working with all sectors Specialisation as standard: our key business fields Pharmaceutical and chemical companies, research labs and universities: our range of products is as diverse as the customers that use them. Applications for abcr’s specialty chemicals include synthesis and catalysis in the life sciences, medicinal chemistry and surface technology areas. We are constantly updating and expanding our product range in line with the progress in research and development. › R&D services: custom synthesis, research projects and abcr product line from our laboratory - Made in Germany › Production: research, process development, scale-up in multi tons scale, syntheses and contract manufacturing from our production facilities - Made in Europe › Bulk business: procurement, scale up and sales of raw materials for your production › Catalog business: procurement and sales of specialty chemicals, more than 300.000 products easily found in our webshop › Small quantity supply: sample and small quantity sales for products of well-known partners › Services: central warehouse and logistics certified for storage of hazardous materials, daily filling and decanting from grams to tons In our catalog business you will find following product portfolio: Silanes & Silicones Fluoro Compounds Organometallics Ionic Liquids Monomers & Polymers Biochemistry Reagents Boronic Acids & Esters Specialty Gases Amino Acids Phosphines Catalysts & Ligands Nanomaterials Ceramic Powders Precious Metal Compounds High Purity Metals Rare Earth Compounds Building Blocks Deuterated Compounds Sol-gel Precursor CVD Precursor Solvents
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Gute Chemie. Products 5 Product Line Life Science 01. Table of contents. Disubstituted Naphthaline Derivatives 1,7- Disubstituted Naphthaline Derivatives 1,4- Disubstituted Naphthaline Derivatives Chromanones and Aminochromanes 4,6-Disubstituted Chromane Derivatives 4,8-Disubstituted Chromane Derivatives Indanones and Aminoindanes Synthesis of 1-Aminoindane derivatives Synthesis of Indanyl Derived Amino Acids Diaminocyclohexane (DACH) Derivatives Unsubstituted, N-monosubstituted and N,N‘-disubstituted DACH Compounds N,N,N‘,N‘-Tetrasubstituted DACH Compounds Jacobsen „Salen“ Ligands and their Transition Metal Complexes Chiral Alcohols Trifluoromethyl Substituted Aliphatic Alcohols Phenyl Substituted Aliphatic Alcohols 7 11 19 23 31
Gute Chemie. Disubstituted Naphthaline Derivatives 7 Gute Chemie. Disubstituted Naphthaline Derivatives 1,7- Disubstituted Naphthaline Derivatives O OH O Br R R R Available Substituents: R = CN, OMe, COOH Available Substituents: R = CN, OMe NH2 NH2 (R) (R) NH2 (S) (S) R R R Available Substituents: R = CN, OMe 1,4- Disubstituted Naphthaline Derivatives O O OH Br NH2 Br NH2 Br (R) (R) NH2 Br Br NH2 (S) (S) R R R Available Substituents: R = CN, COOH, COOMe The COOMe esters are available as hydrochloride salts. abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
8 1,7- and 1,4-Disubstituted Naphthaline Derivatives AB435739 1- (7- Methoxynaphthalen- 1- yl) ethan- 1- one 3453-55-2 AB435740 8- Acetyl-2- naphthalenecarbonitr ile 58149-94-3 AB435741 8- Acetyl-2- naphthalenecarboxyli c acid 1824367-48-7 AB435742 8- (2-Bromoacetyl)-2- naphthalenecarbonitr ile 2088942-88-3 AB435743 2-Bromo-1- (7- methoxynaphthalen- 1- yl) ethanone 860539-33-9 O O O Br Br AB435744 1- (4- Bromonaphthalen- 1- yl) ethanone 46258-62-2 O AB435745 2- Bromo- 1- (4- bromo- 1- naphthalenyl) ethanone 50637-92-8 AB435746 1- (4- Bromonaphthalen- 1- yl) ethan- 1- ol 58149-70-5 AB435747 1- (4-Bromonaphthyl) ethylamine 863769-54-4 Br Br Br OH Br NH2 Br O N O OH N O O O O Gute Chemie
Gute Chemie. Disubstituted Naphthaline Derivatives 9 AB435748 R-1- (4-Bromonaphthyl) ethylamine 1344415-13-9 NH2 AB435749 S-1- (4-Bromonaphthyl) ethylamine 1344628-83-6 AB435750 4- (1-Aminoethyl)-1- naphthalenecarbonitr ile 1824599-44-1 AB402289 4- [(1R) - 1- Aminoethyl] -1- naphthalenecarbonitr ile 1344544-03-1 AB402293 4- [(1S) - 1- Aminoethyl] -1- naphthalenecarbonitr ile 1344401-78-0 Br NH2 Br NH2 NH2 NH2 N N N AB435751 4- (1- Aminoethyl) -1- naphthalenecarboxyli c acid 1524920-79-3 NH2 AB435752 (R)-4- (1- Aminoethyl) -1- naphthalenecarboxyli c acid 2088960-06-7 NH2 HO O AB435753 (S)-4- (1- Aminoethyl) -1- naphthalenecarboxyli c acid 2088960-10-3 NH2 HO O abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de HO O
10 AB435754 Methyl 4- (aminoethyl) naphthalenecarboxyla te hydrochloride 501441-67-4 NH2 HCl AB400853 Methyl 4-(1R)-1-aminoethylnaphthalene-1-carboxylate hydro- chloride; 98%, ee 99% 1344396-67-3 NH2 HCl O O AB435687 Methyl 4-(1S)-1-aminoethylnaphthalene-1-carboxylate hydro- chloride; 98%, ee 99% 1344617-37-3 NH2 HCl O O AB435755 1- (7- Methoxynaphthyl) ethylamine 1784812-78-7 O O NH2 AB400854 (1R)-1-(7-Methoxynaphthalen-1-yl)ethanamine (hydro- chloride); 98%, ee 99% 1344504-35-3 NH2 AB402295 (1S)-1-(7-Methoxynaphthalen-1-yl)ethanamine (hydrochloride) 1344480-78-9 NH2 AB435756 8- (1-Aminoethyl) naphthalene- 2- carbonitrile 1824613-63-9 NH2 AB400857 8-(1R)-1-Aminoethylnaphthalene-2-carbonitrile hydrochloride; 98%, ee 99% 1344545-36-3 NH2 HCl AB435688 8-(1S)-1-Aminoethylnaphthalene-2-carbonitrile hydrochloride; 98%, ee 99% 1344635-73-9 NH2 HCl O O O N N N Gute Chemie
Gute Chemie. Chromanones and Aminochromanes 11 Gute Chemie. Chromanones and Aminochromanes General accessible substitution patterns R4 O R4 NH2 R3 R2 O R1 R3 R2 O R1 abcr presents a series of 4,6-disubstituted chromane derivatives… R3 R2 R3 R2 R4 NH2 (R) O R1 R4 NH2 (S) O R1 R O O R NH2 O … and 4,8-disubstituted chromane derivatives O O R NH2 O R R R NH2 (R) (R) O NH2 (S) (S) O NH2 (R) (R) O NH2 (S) (S) O R R Available Substituents: R = H, F, Cl, Br, OMe, OPh, CF3 abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
12 Chromanones and Aminochromanes AB108864 4-Chromanone 491-37-2 AB391411 Chroman-4-ylamine 53981-38-7 O O NH2 O AB435757 Chroman-4-ylamine hydrochloride 90609-63-5 HCl NH2 AB388985 (R)-Chroman- 4- ylamine 210488-55-4 O NH2 O AB435758 (R)-Chroman- 4- ylamine hydrochloride 730980-59-3 HCl NH2 AB426425 (S)-Chroman- 4- ylamine 188198-38-1 O NH2 O AB402374 (S)-Chroman- 4- ylamine hydrochloride; 1035093-81-2 HCl NH2 AB435759 8- Bromochroman- 4- one 204377-88-8 O O O Br AB435760 8- Bromochroman- 4- ylamine 886762-91-0 NH2 AB435761 8- Bromochroman- 4- ylamine hydrochloride 1955562-11-4 HCl NH2 O Br O Br Gute Chemie
Gute Chemie. Chromanones and Aminochromanes 13 AB435762 (R)-8- Bromochroman- 4- ylamine 1212896-29-1 NH2 AB435763 (R)-8- Bromochroman- 4- ylamine hydrochloride 1810074-69-1 HCl NH2 O Br AB435764 (S)-8- Bromochroman- 4- ylamine 1213648-96-4 Br O NH2 O Br AB435765 (S)-8- Bromochroman- 4- ylamine hydrochloride 1810074-67-9 HCl NH2 AB201353 6- Bromo chroman-4-one 49660-57-3 AB435766 6- Bromochroman- 4- ylamine 735248-42-7 AB435767 6- Bromochroman- 4- ylamine hydrochloride 191608-17-0 AB435768 (R) - 6- Bromochroman- 4- ylamine 1055949-66-0 AB435769 (R) - 6- Bromochroman- 4- ylamine hydrochloride 2088960-09-0 AB435770 (S) - 6- Bromochroman- 4- ylamine 1228556-85-1 O Br Br Br Br Br Br Br O O NH2 O HCl NH2 O NH2 O HCl NH2 O NH2 O abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
14 AB435771 (S) - 6- Bromochroman- 4- ylamine hydrochloride 1810074-56-6 HCl NH2 AB284690 8- Fluoro chroman-4-one 111141-00-5 AB435772 8- Fluorochroman- 4- ylamine 791043-28-2 Br F F O O O NH2 O AB284689 8- Fluorochroman- 4- ylamine hydrochloride 191608-18-1 HCl NH2 AB435773 (R) - 8- Fluorochroman- 4- ylamine 750571-31-4 O NH2 O F F AB435774 (R) - 8- Fluorochroman- 4- ylamine hydrochloride 730980-49-1 HCl NH2 AB435775 (S) - 8- Fluorochroman- 4- ylamine 1003887-62-4 O NH2 O F F AB435776 (S) - 8- Fluorochroman- 4- ylamine hydrochloride 1392219-01-0 HCl NH2 AB168402 6-Fluorochroman-4-one 66892-34-0 AB435777 6- Fluorochroman- 4- ylamine 238764-22-2 Gute Chemie O F F F O O NH2 O
Gute Chemie. Chromanones and Aminochromanes 15 AB435778 6- Fluorochroman- 4- ylamine hydrochloride 191609-45-7 HCl NH2 AB435779 (R) - 6- Fluorochroman- 4- ylamine 911825-61-1 AB435780 (R) - 6- Fluorochroman- 4- ylamine hydrochloride 911826-09-0 AB435781 (S) - 6- Fluorochroman- 4- ylamine 1018978-85-2 AB435782 (S) - 6- Fluorochroman- 4- ylamine hydrochloride 1260609-97-9 AB435783 8- Methoxychroman-4-one 20351-79-5 AB435784 8-Methoxychroman- 4- ylamine 747390-79-0 F F F F F O NH2 O HCl NH2 O NH2 O HCl NH2 O O O NH2 O O O AB435785 8-Methoxychroman- 4- ylamine hydrochloride 191608-35-2 HCl NH2 AB435786 (R)-8-Methoxychroman- 4- ylamine 1213595-55-1 O NH2 O O O AB435787 (R)-8-Methoxychroman- 4- ylamine hydrochloride 2088960-13-6 HCl NH2 O O abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
16 AB435788 (S)-8-Methoxychroman- 4- ylamine 1213161-83-1 NH2 AB435789 (S)-8-Methoxychroman- 4- ylamine hydrochloride 2088960-12-5 HCl NH2 O O AB435790 6- Methoxychroman-4-one 5802-17-5 AB435791 6-Methoxychroman- 4- ylamine 81816-60-6 AB435792 8-Methoxychroman- 4- ylamine hydrochloride 67858-19-9 AB435793 (R)-8-Methoxychroman- 4- ylamine 1018978-89-6 AB435794 (R)-8-Methoxychroman- 4- ylamine hydrochloride 1392219-07-6 AB435795 (S)-8-Methoxychroman- 4- ylamine 1018978-90-9 AB435796 (S)-8-Methoxychroman- 4- ylamine hydrochloride 1392218-75-5 AB435797 8- (Trifluoromethyl) chroman- 4- one 890839-66-4 Gute Chemie O O O O O O O O O O O NH2 O HCl NH2 O NH2 O HCl NH2 O NH2 O HCl NH2 O O O F F F
Gute Chemie. Chromanones and Aminochromanes 17 AB435798 8- (Trifluoromethyl) chroman- 4-yl amine 890839-70-0 NH2 O F F F AB435799 8- (Trifluoromethyl) chroman- 4-yl amine hydrochloride 1392212-91-7 HCl NH2 AB435800 (R)-8- (Trifluoromethyl) chroman- 4-yl amine 1145685-65-9 O NH2 O F F F F F F AB435801 (R)-8- (Trifluoromethyl) chroman- 4-yl amine hydrochloride 1392219-03-2 HCl NH2 AB435802 (S)-8- (Trifluoromethyl) chroman- 4-yl amine 1228569-07-0 O NH2 O F F F F F F AB435803 (S)-8- (Trifluoromethyl) chroman- 4-yl amine hydrochloride 1392219-36-1 HCl NH2 AB435804 6- (Trifluoromethyl) chroman- 4- one 1122410-37-0 AB435805 6- (Trifluoromethyl) chroman- 4-yl amine 939758-85-7 AB435806 6- (Trifluoromethyl) chroman- 4-yl amine hydrochloride 2088945-70-2 O F F F F F O O NH2 O F HCl NH2 O F F F F F F abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
18 AB435807 (R)-6- (Trifluoromethyl) chroman- 4-yl amine 1228565-85-2 AB435808 (R)-6- (Trifluoromethyl) chroman- 4-yl amine hydrochloride 2088960-07-8 AB435809 (S)-6- (Trifluoromethyl) chroman- 4-yl amine 1228570-12-4 AB435810 (S)-6- (Trifluoromethyl) chroman- 4-yl amine hydrochloride 2088960-08-9 F F F F F F F F F NH2 O F HCl NH2 F O NH2 O F HCl NH2 O Gute Chemie
Gute Chemie. Indanones and Aminoindanes 19 Gute Chemie. Indanones and Aminoindanes Synthesis of 1-Aminoindane derivatives O NH2 R R Synthesis of indanyl derived amino acids O R OH O R NH2 Available substituents for both sequences: R= H, F, Cl, Br, OMe, OPh, CF3 R R NH2 (R) (R) NH2 (S) (S) O R OH NH2 (R) (R) O R OH NH2 (S) (S) abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
20 Indanones and Aminoindanes AB180311 6-Fluoro-1-indanone; 97% 1481-32-9 AB201303 6-Chloro-1-indanone 14548-38-0 AB353624 6-Bromo-1-indanone; 97% 14548-39-1 O O O F Cl Br AB180054 6-Methoxy-1-indanone; 99% 13623-25-1 O O AB435811 6- Phenoxyindan- 1- one 62803-59-2 O O AB435812 6- (Trifluoromethyl) - 1- indanone 68755-37-3 AB285988 1-Aminoindane-1-carboxylic acid 3927-71-7 AB435813 1-Amino- 6- fluoroindane-1-carboxyli c acid 1270433-43-6 AB435814 1-Amino- 6- chloroindane-1-carboxyli c acid 1270408-57-5 AB435815 1-Amino- 6- bromoindane-1-carboxyli c acid 1270373-66-4 AB435816 1- Amino- 6- methoxyindane-1-carboxy lic acid 144646-14-0 F F F O O HO NH2 O HO NH2 O HO NH2 O HO NH2 F Cl Br O HO O NH2 Gute Chemie
Gute Chemie. Indanones and Aminoindanes 21 AB435817 1- Amino- 6- phenoxyindane-1-carboxy lic acid 1270560-35-4 AB435818 1-Amino- 6- (trifluoromethyl) indane-1-carboxylic acid 1270535-90-4 AB173449 (S)-(+)-1-Aminoindane, 98+%, ee 99+% 61341-86-4 AB173450 (R)-(-)-1-Aminoindan; 98+%, ee 99% 10277-74-4 O HO O NH2 F HO F F O NH2 NH2 N H 2 AB438140 4,7-Difluoroindan-1-one 130408-16-1 F O AB460332 4,7-Difluoro-2,3-dihydro-1H-inden-1-amine 625471-13-8 AB460299 (1S)-4,7-Difluoro-2,3-dihydro-1H-inden-1-amine; 95 % 945950-79-8 AB473220 (1R) - 4, 7- Difluoro- 2, 3- dihydro- 1H- inden- 1- amine 1241681-62-8 AB489519 4,7-Difluoroindan-1-ol 130408-17-2 NH2 NH2 NH2 OH F F F F F F F F F abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
22 Gute Chemie
Gute Chemie. Diaminocyclohexane (DACH) Derivatives 23 Gute Chemie. Diaminocyclohexane (DACH) Derivatives Unsubstituted, N-monosubstituted, and N,N‘-disubstituted DACH compounds R NH NH R R NH NH R Available substituents: R = Me, Et, iPr, 2-MePr, 3,3-diMeBu, Bz, Boc, p-Tos, 2-pyridylcarbonyl N,N,N‘,N‘-Tetrasubstituted DACH compounds R1 N R2 R1 N R2 (R,R) R1 N R2 R1 N R2 (S,S) Available substituents: R1 = R2 = Me ; R1 = Me, R2 = 3,3-diMeBu Jacobsen „Salen“ ligands and their transition metal complexes N OH N OH N OH N OH N O M N O N O M N O (R,R) (S,S) (R,R) (S,S) Available metals: M = Cr, Mn, Fe, Co, Ni abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
24 Diaminocyclohexane (DACH) Derivatives AB121277 (1R,2R)-(-)-1,2-Diaminocyclohexane; 98%, ee 99% (R,R)-DACH 20439-47-8 AB121278 (1S,2S)-(+)-1,2-Diaminocyclohexane; 98%, ee 99% (S,S)-DACH 21436-03-3 AB142229 (1R,2R)-N,N‘-Dimethylcyclohexane-1,2-diamine; 68737-65-5 AB169333 (1S,2S)-N,N‘-Dimethyl-1,2-cyclohexane-diamine; 87583-89-9 AB435819 (1R,2R)-N,N‘-Diethylcyclohexane-1,2-diamine 220665-65-6 AB435820 (1S,2S)-N,N‘-Diethylcyclohexane-1,2-diamine 1384321-91-8 AB435821 (1R,2R)-N,N‘-Diisopropylcyclohexane-1,2-diamine 137944-38-8 AB435822 (1S,2S)-N,N‘-Diisopropylcyclohexane-1,2-diamine 588727-02-0 AB435823 (1R,2R)-N,N‘-Bis(2-methylpropyl)cyclohexane-1,2-diamine 171558-85-3 Gute Chemie NH2 NH2 NH2 NH2 NH NH NH NH NH NH NH NH NH NH NH NH NH NH
Gute Chemie. Diaminocyclohexane (DACH) Derivatives 25 AB435824 (1S,2S)-N,N‘-Bis(2-methylpropyl)cyclohexane-1,2-diamine 2096496-13-6 AB435825 (1R,2R)-N,N‘-Dibenzylcyclohexane-1,2-diamine 143443-23-6 AB391039 (1S,2S)-N,N‘-Dibenzylcyclohexane-1,2-diamine 191480-61-2 AB358764 (1R,2R)-1N,1N,2N,2N-Tetramethylcyclohexane-1,2-diamine 53152-69-5 AB435826 (1S,2S)-1N,1N,2N,2N-Tetramethylcyclohexane-1,2-diamine 53152-68-4 AB435827 (1R,2R)-N,N‘-Bis(3,3-dimethylbutyl)cyclohexane-1,2-diamine 147295-91-8 AB435828 (1S,2S)-N,N‘-Bis(3,3-dimethylbutyl)cyclohexane-1,2-diamine 189152-00-9 NH NH NH NH NH NH N N N N NH NH NH NH abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
26 AB261532 (1R,2R)-N,N‘-Dimethyl-N,N‘-bis(3,3-dimethylbutyl)cyclo- hexane-1,2-diamine 644958-86-1 AB261533 (1S,2S)-N,N‘-Dimethyl-N,N‘-bis(3,3-dimethylbutyl)cyclo- hexane-1,2-diamine 767291-67-8 AB121273 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene); 98%, (R,R)-Jacobsen Ligand 135616-40-9 AB121274 (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene); 98% (S,S)-Jacobsen Ligand 135616-36-3 AB435829 [(1R,2R)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]nickel 197025-13-1 Gute Chemie N N N N N OH N OH N OH N OH N O Ni N O
Gute Chemie. Diaminocyclohexane (DACH) Derivatives 27 AB435830 [(1S,2S)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]nickel 258822-27-4 AB435831 [(1R,2R)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]iron 342809-81-8 AB435832 [(1S,2S)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]iron 1962923-60-9 AB128844 [(1R,2R)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]cobalt 176763-62-5 N O Ni N O N O Fe N O N O Fe N O N O Co N O abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
28 AB128845 [(1S,2S)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]cobalt 188264-84-8 AB120963 [(1R,2R)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]manganese 138124-32-0 AB120964 [(1S,2S)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]manganese 135620-04-1 AB134505 [(1R,2R)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]chromium(III) chloride 164931-83-3 Gute Chemie N O Co N O N O Mn N O N O Mn N O N O Cr Cl N O
Gute Chemie. Diaminocyclohexane (DACH) Derivatives 29 AB134506 [(1S,2S)-1,2-Cyclohexanediamino-N,N‘-bis(3,5-di-t-butyl- salicylidene)]chromium(III) chloride 219143-92-7 N O Cr Cl N O AB283342 (1R,2R)-1,2-N,N‘-Bis[(tert-Butoxycarbonylamino)]cyclohexane 345905-88-6 O O AB435833 (1S,2S)-1,2-N,N‘-Bis[(tert-Butoxycarbonylamino)]cyclohexane 185854-61-9 AB435834 (1R,2R)-N-(tert-Butoxycarbonylamino]cyclohexane 146504-07-6 AB435835 (1S,2S)-N-(tert-Butoxycarbonylamino]cyclohexane 180683-64-1 AB148908 (1R,2R)-1,2-N,N‘-Bis[(4-toluenesulfonyl)amino]cyclohexane 143585-47-1 O O O O NH NH NH NH O O O O NH NH2 NH2 NH O O O O S NH NH SO O abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
30 AB435836 (1S,2S)-1,2-N,N‘-Bis[(4-toluenesulfonyl)amino]cyclohexane 212555-28-7 AB401593 (1R, 2R) - (- ) - N- (4- Toluenesulfonyl) - 1, 2- diaminocyclohexane 174291-96-4 AB435837 (1S, 2S) - (+) - N- (4- Toluenesulfonyl) - 1, 2- diaminocyclohexane 174291-97-5 AB131609 (1R, 2R) - (- ) - 1, 2- Bis[(2- pyridinylcarbonyl) amino] cyclohexane 201551-23-7 AB131610 (1S, 2S) - (- ) - 1, 2- Bis[(2- pyridinylcarbonyl) amino] cyclohexane 172138-95-3 O O S NH NH SO O O O S NH NH2 NH2 NH SO O O O O O NH NH NH NH N N N N Gute Chemie
Gute Chemie. Chiral Alcohols 31 Gute Chemie. Chiral Alcohols Trifluoromethyl substituted aliphatic alcohols OH R F F F OH OH F F F R F F F R Available substituents: R = Me, Et, n-Pr, n-Bu Phenyl substituted aliphatic alcohols OH OH R1 R2 R3 R4 R1 R2 R3 R4 Available substituents: R1 = Me, Et, n-Pr, n-Bu, n-Pentyl R2 = H, Me R3 = H, Me R4 = H, F, Cl, Br, Me, OMe abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
32 Chiral Alcohols AB289946 (R)-1,1,1-Trifluoropropan-2-ol 17628-73-8 AB289945 (S)-(-)-1,1,1-Trifluoropropan-2-ol 3539-97-7 AB228270 1,1,1-Trifluorobutan-2-ol 431-36-7 AB435838 (2R) - 1, 1, 1-Trifluorobutan- 2- ol 101054-97-1 AB435839 (2S) - 1, 1, 1-Trifluorobutan- 2- ol 1270010-83-7 AB435840 1, 1, 1- Trifluor- 2- pentanol 433-24-9 AB435841 (2R) - 1, 1, 1- Trifluoropentan- 2- ol 183506-15-2 AB435842 (2S) - 1, 1, 1- Trifluoropentan- 2- ol 1568181-22-5 AB435843 1, 1, 1-Trifluorohexan- 2- ol 360-33-8 AB435844 (2R) - 1, 1, 1-Trifluorohexan- 2- ol 183282-67-9 AB435845 (2S) - 1, 1, 1-Trifluorohexan- 2- ol 1567870-66-9 AB138419 (R)-(-)-2-Butanol AB138417 (S)-(+)-2-Butanol 14898-79-4 4221-99-2 OH OH OH OH OH OH OH OH OH OH OH F F F F F F F F F F F F F F F F F F F F F F F F F F F F F F F F F OH OH Gute Chemie
Gute Chemie. Chiral Alcohols 33 AB179901 (R)-(-)-2-Methyl-2,4-pentanediol; 98% 99210-90-9 OH OH AB425831 (S)-(+)-2-Methyl-2,4-pentanediol 99210-91-0 OH OH AB171882 (R)-(+)-3-Butyn-2-ol 42969-65-3 AB173310 (S)-(-)-3-Butyn-2-ol 2914-69-4 AB178217 (2R,3R)-(-)-2,3-Butanediol 24347-58-8 AB121343 (2S,3S)-(+)-2,3-Butanediol 19132-06-0 AB178059 (R)-(+)-1-Phenyl-1-propanol; 98% 1565-74-8 AB178218 (S)-(-)-1-Phenyl-1-propanol; 99% 613-87-6 AB179912 (R)-(+)-2-Methyl-1-phenyl-1-propanol; ee 99% 14898-86-3 AB425846 (S)-2-Methyl-1-phenyl-1-propanol, ee 99% 34857-28-8 AB425847 (R)-2,2-Dimethyl-1-phenyl-1-propanol, ee 99% 23439-91-0 AB425848 (S)-2,2-Dimethyl-1-phenyl-1-propanol, ee 99% 24867-90-1 OH OH OH OH OH OH OH OH OH OH OH OH AB425849 (R)-1-(4-Fluorophenyl)-1-propanol, ee 97% 166371-89-7 OH F abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
34 AB425850 (S)-1-(4-Fluorophenyl)-1-propanol, ee 97% 145438-93-3 OH AB425851 (R)-1-(4-Chlorophenyl)-1-propanol, ee 99% 110611-21-7 AB425852 (S)-1-(4-Chlorophenyl)-1-propanol, ee 99% 73890-73-0 AB425853 (R)-1-(4-Bromophenyl)-1-propanol, ee 92% 112777-66-9 AB425854 (S)-1-(4-Bromophenyl)-1-propanol, ee 92% 131320-21-3 AB425855 (R)-1-(4-Methoxyphenyl)-1-propanol, ee 99% 105836-14-4 AB425856 (S)-1-(4-Methoxyphenyl)-1-propanol, ee 99% 73854-04-3 AB425857 (R)-1-(4-Methylphenyl)-1-propanol, ee 99% 112777-65-8 AB425858 (S)-1-(4-Methylphenyl)-1-propanol, ee 99% 73854-03-2 AB425859 (R)-1-Phenyl-1-butanol, ee 99% 22144-60-1 AB425860 (S)-1-Phenyl-1-butanol, ee 99% 22135-49-5 F Cl Cl Br Br O O OH OH OH OH OH OH OH OH OH OH Gute Chemie
Gute Chemie. Chiral Alcohols 35 AB425861 (R)-2-Methyl alpha-phenyl benzylalcohol, ee 99% 1517-58-4 AB425862 (S)-2-Methyl alpha-phenyl benzylalcohol, ee 99% 1517-59-5 AB425863 (R)-1-Phenyl-1-heptanol, ee 91% 89537-69-9 AB425864 (S)-1-Phenyl-1-heptanol, ee 91% 88641-30-9 AB425865 (R)-1-Phenyl-1-pentanol, ee 91% 19641-53-3 AB425866 (S)-1-Phenyl-1-pentanol, ee 91% 33652-83-4 AB425867 (R)-1-Phenyl-1-hexanol, ee 89% 65488-03-1 AB425868 (S)-1-Phenyl-1-hexanol, ee 89% 138381-77-8 AB286202 (S)-3-Amino-1,1,1-trifluoro-propan-2-ol 160706-71-8 AB286203 (R)-3-Amino-1,1,1-trifluoro-propan-2-ol 1217730-60-3 AB484740 (2S)-2-Amino-2-(3-fluoro-2-methylphenyl)ethan-1-ol; 95% 1213570-20-7 AB489508 (2R)-2-Amino-2-(3-fluoro-2-methylphenyl)ethan-1-ol 1212966-28-3 OH OH OH OH OH OH OH OH OH OH F F NH2 NH2 NH2 OH NH2 OH F F F F F F abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
36 Gute Chemie. Chiral bis(oxazoline) derivatives (BOX) for catalytic applications abcr provides a series of bis(oxazoline) compounds („BOX“) which could be applied as ligands in a wide varie- ty of enantioselective reactions. The excellent enantioselectivities show their enormous potential for synthe- tic procedures giving access to new structural motifs. R1 ZnCl F F + Br R2 N R2 R2 (DME)NiCl2 (5 mol-%) (S,S)-ligand (6 mol-%) (DME)NiCl (S,S)-ligand R) (6 mol-%) TMEDA (1.6 eq.) THF, 0°C TMEDA (1.6 eq.) THF, 0°C O up to 94% yield up to 94% yield F F R2 N O O R1 R2 N N O Ph Ph (S,S)-ligand „Nickel-Catalyzed Negishi Cross-Coupling of Bromodifluoroacetamides.“ A. Tarui, S. Shinohara, K. Sato, M. Omote, A. Ando, Organic Letters, 2016, 18(5), 1128-1131. R1 ZnCl X + F3C (DME)NiCl (S,S)-ligand (8 mol-% (DME)NiCl2 (6 mol-%) (S,S)-ligand (8 mol-%) ) alkyl alkyl THF, diglym -20° THF, diglyme -20°C alkyl CF3 R ) R1 O O N N Ph Ph (S,S)-ligand „Stereoconvergent Negishi Arylations of Racemic Secondary Alkyl Electrophiles: Differentiating between a CF and an Alkyl Group.“ 3 Y. Liang, G. C. Fu, Journal of the American Chemical Society, 2015, 137(30), 9523-9526. SO2R NH H N O (R,R)-Catalyst (35 mol-%) MnO2 (3 eq.), Li2CO3 (2 eq.) ) (2 eq.) PhCF3, 115 °C, 24 h up to 86% yield up to 98% ee (S) isomer H SO2R N N O O O N N Cu Ph Ph TfO OTf (R,R)-Catalyst „Copper(II)-Catalyzed Enantioselective Intramolecular Cyclization of N-Alkenylureas.“ S. Fu, H. Yang, G. Li, Y. Deng, H. Jiang, W. Zeng, Organic Letters 2015, 17(4), 1018-1021. Br alkyl RO O Co (S,S)-ligand (12 mol-% CoI2 (10 mol-%) (S,S)-ligand (12 mol-%) ) RO RO + ArylMgBr ArylMgBr THF, -80°C THF, -80°C up to 96% yield up to 97% ee (S) isomer up to 96% yield up to 97% ee (S) isomer up to 97% ee (S) isomer Aryl alkyl O O N N O Bn (S,S)-ligand Bn „Cobalt-Bisoxazoline-Catalyzed Asymmetric Kumada Cross-Coupling of Racemic α-Bromo Esters with Aryl Grignard Reagents.“ J. Mao, F. Liu, M. Wang, L. Wu, B. Zheng, S. Liu, J. Zhong, Q. Bian, P. J. Walsh, Journal of the American Chemical Society, 2014, 136(50), 17662-17668. Gute Chemie
Gute Chemie Chiral bis(oxazoline) derivatives (BOX) for catalytic applications 37 N N N N N N N N O O O O O O O O AB171403 AB150033 AB331792 AB137494 N N N N O O O O N N O O N N O O AB471844 AB471845 AB471846 AB471847 N N N N N N N N O O O O O O O O AB471848 AB471849 AB471850 AB471851 N N N N O O O O N N O O N N O O AB471852 AB471853 AB471854 AB471855 abcr GmbH ▪ Phone +49 721 95061 - 0 ▪ Fax +49 721 95061 - 80 ▪ info@abcr.de ▪ www.abcr.de
7 11 Disubstituted Naphthaline Derivatives 1,7- Disubstituted Naphthaline Derivatives O OH Br O NH2 NH2 (R) (R) NH2 (S) (S) R R R R R R 1,4- Disubstituted Naphthaline Derivatives O Br O OH NH2 NH2 NH2 (R) (R) NH2 (S) (S) Br Br Br Br R R R Chromanones and Aminochromanes General accessible substitution patterns R4 O R4 NH2 R3 R2 O R1 R3 R2 O R1 4,6-disubstituted chromane derivatives R O O R NH2 O 4,8-disubstituted chromane derivatives O O R NH2 O R Gute Chemie R3 R2 R3 R2 R4 NH2 (R) O R1 R4 NH2 (S) O R1 R R NH2 (R) (R) O NH2 (S) (S) O NH2 (R) (R) O NH2 (S) (S) O R R
Indanones and Aminoindanes Synthesis of 1-Aminoindane derivatives O NH2 R R Synthesis of indanyl derived amino acids O R OH O R NH2 R R NH2 (R) (R) NH2 (S) (S) O R OH NH2 (R) (R) O R OH NH2 (S) (S) Diaminocyclohexane (DACH) Derivatives Unsubstituted, N-monosubstituted, and N,N‘-disubstituted DACH compounds R NH NH R R NH NH R N,N,N‘,N‘-Tetrasubstituted DACH compounds: R1 N R2 R1 N R2 (R,R) R1 N R2 R1 N R2 (S,S) Jacobsen „Salen“ ligands and their transition metal complexes: N OH N OH N OH N OH N O M N O N O M N O (R,R) (S,S) (R,R) (S,S) Chiral Alcohols Trifluoromethyl substituted aliphatic alcohols OH R F F F OH OH F F F R F F F R Phenyl substituted aliphatic alcohols OH OH R1 R2 R3 R4 R1 R2 R3 R4 19 23 31 Gute Chemie Overview
40 Gute Chemie. Notes. Gute Chemie
Publishing details abcr GmbH Im Schlehert 10 76187 Karlsruhe Germany Phone +49 721 95061- 0 Fax +49 721 95061 - 80 info@abcr.de ▪ www.abcr.de Registered office Karlsruhe Managing Director Dr. Jan Schuricht District court AG Mannheim HRB 104793 Tax number 35005/14749 VAT number DE 815518524 DUNS number 320054844 Publisher: abcr GmbH 435876.0816.5 © abcr - All rights reserved.
Gute Chemie. Greater diversity, choice and value. Make use of our e-papers to quickly and easily browse through our catalogues and flyers and search for products. All products listed in the e-papers are linked to the respective product detail page within our website where you will find further information. We can also send the catalogues and flyers by mail. Life Science Drug Design Fluorinated Compounds Silicon Compounds Organozinc Reagents Palladium Catalysts Fluorinated Isoquinolines H.C Starck Products Catalysts Ligands Find 300,000 specialty chemicals in our webshop: www.abcr.de abcr GmbH Germany +49 721 95061-0 info@abcr.de abcr swiss AG +41 41 7201882 info@abcr-swiss.ch abcr IRL Ltd. +353 56 7738971 info@abcr-irl.ie abcr france SAS +33 4 7291 3100 info@abcr-france.fr abcr Chemie Rus, LLC +7 495 966-41-81 abcr-russia@abcr.de ISO9001:2008DINENISO9001(R,R)-Catalyst (35 mol-%)MnO2 (3 eq.), Li2CO3 (2 eq.)PhCF3, 115 °C, 24 hup to 86% yield) (2 eq.)NNOSO2RHHNNHSO2Rup to 94% yield(S,S)-ligand (8 mol-%)THF, diglyme-20°CRalkylNN (6 mol-%)(S,S)-ligand (8 mol-%)R1CF3R1+F3C(S,S)-ligand (8 mol-%THF, diglyme-20°CalkylCoI2 (10 mol-%)(S,S)-ligand (12 mol-%)THF, -80°CArylMgBrROup to 96% yield)ROArylalkylCoI(S,S)-ligand (12 mol-%THF, -80°CROBralkyl+ArylMgBrup to 96% yieldONNOCuTfOOTfNNO(R,R)-Catalyst (35 mol-%)MnO2 (3 eq.), Li2CO3 (2 eq.)PhCF3, 115 °C, 24 hup to 86% yield) (2 eq.)NNOSO2RHHNNHSO2RR2(DME)NiCl2 (5 mol-%)(S,S)-ligand (6 mol-%)TMEDA (1.6 eq.)THF, 0°Cup to 94% yieldR (5 mol-%) (6 mol-%)R1FFNOR2R2ZnClR1+BrFFNOR2R2(DME)NiCl(S,S)-ligandTMEDA (1.6 eq.)THF, 0°Cup to 94% yield(DME)NiCl2 (6 mol-%)(S,S)-ligand (8 mol-%)THF, diglyme-20°CRalkylONNO (6 mol-%)(S,S)-ligand (8 mol-%)R1alkylCF3ZnClR1+F3C(DME)NiCl(S,S)-ligand (8 mol-%THF, diglyme-20°CXalkylCoI2 (10 mol-%)(S,S)-ligand (12 mol-%)THF, -80°CArylMgBrROup to 96% yield)ROArylalkylCoI(S,S)-ligand (12 mol-%THF, -80°CROBralkyl+ArylMgBrup to 96% yieldNNO(S,S)-ligandONNOCuTfOOTfNNOReferences(1) (a) Matsui, T., et. al. J. Med. Chem. 1992, 35, 3307; (b) Sunderland, P. T, et. al. J. Med. Chem. 2011, 54, 2049; (c) Busby, S. A., et. al. Chem Biol. 2011, 6, 618. (2) Frackenpohl, J., et. al., Patent WO2013004652 A1.NOR3HR1R2R4HReferences(1) (a) Matsui, T., et. al. J. Med. Chem. 1992, 35, 3307; (b) Sunderland, P. T, et. al. J. Med. Chem. 2011, 54, 2049; (c) Busby, S. A., et. al. Chem Biol. 2011, 6, 618. (2) Frackenpohl, J., et. al., Patent WO2013004652 A1.New Organozinc Reagents for Organic Synthesis01New Organozinc Reagents for Organic Synthesis01Palladium catalysts for C-C and C-N coupling reactions01Palladium catalysts for C-C and C-N coupling reactions01Commercial Organofunctional Silanes for Diagnostics and Separation01Commercial Organofunctional Silanes for Diagnostics and Separation01Life ScienceNew Chirals for Drug DesignNNNN01Life ScienceNew Chirals for Drug DesignNNNN0101Available in bulk quantities Fluoro Organic Intermediates01Available in bulk quantities Fluoro Organic Intermediates