182291-42-5

Basic information

• Product Name: ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethylamino)-acetic acid tert-butyl ester
• Synonyms: ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethylamino)-acetic acid tert-butyl ester
• CAS NO: 182291-42-5
• Molecular Weight: 495.622
• Mol File: 182291-42-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethylamino)-acetic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethylamino)-acetic acid tert-butyl ester(182291-42-5)
• EPA Substance Registry System: ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethylamino)-acetic acid tert-butyl ester(182291-42-5)

Safety Data

• Hazardous Substances Data: 182291-42-5(Hazardous Substances Data)

Upstream product

• 41051-03-0 ethyl 5-cyano-2-pyridinecarboxylate 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 17874-78-1 6-ethoxycarbonylpyridine-3-carboxylic acid 
• 100-26-5 Pyridine-2,5-dicarboxylic acid 
• 65346-04-5 5-cyano-2-pyridinecarboxamide 
• 100-54-9 pyridine-3-carbonitrile 
• 182159-74-6 ((R)-2-{(S)-2-[(6-Carbamoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 182159-75-7 ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 800412-54-8 (2S,4R)-2-[(6-Carbamoyl-pyridin-3-ylmethyl)-carbamoyl]-4-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 182159-72-4 2-[(6-carbamoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 67515-95-1 5-chlorocarbonyl-pyridine-2-carboxylic acid ethyl ester 
• 5292-43-3 bromoacetic acid tert-butyl ester 

Downstream Products

• 182291-43-6 tert-butyl {(tert-butoxycarbonyl)[(1R)-2-[(2S)-2-({[(6-cyano-3-pyridinyl)methyl]amino}carbonyl)-2,5-dihydro-1H-pyrrol-1-yl]-1-(cyclohexylmethyl)-2-oxoethyl]amino}acetate 

Relevant articles and documents

Technical scale synthesis of a new and highly potent thrombin inhibitor

In this account, we describe the development of an efficient and convergent process for the peptidomimetic thrombin inhibitor 1 on production plant scale. Starting from nicotinonitrile (13), (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxy-2- pyrrolidinecarboxylic acid (5) and (2R)-2-amino-3-cyclohexylpropanoic acid (29) compound 1 was obtained in 16 chemical steps. New methods had been developed for the preparation of the key intermediate dehydroproline 22 and the transformation of nitriles into amidines. The thrombin inhibitor 1 was isolated by special techniques (nanofiltration and spray drying). Almost all salts of 1 are amorphous, however, a crystalline complex was obtained with 1,2-benzisothiazol-3(2H)-one 1,1-dioxide (Saccharin).