788801-45-6

Basic information

• Product Name: [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-{2-[(6-methylsulfanylcarbonimidoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-2-oxo-ethyl)-amino]-acetic acid tert-butyl ester
• CAS NO: 788801-45-6
• Molecular Weight: 643.848
• Mol File: 788801-45-6.mol

Chemical Properties

• CAS DataBase Reference: [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-{2-[(6-methylsulfanylcarbonimidoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-2-oxo-ethyl)-amino]-acetic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-{2-[(6-methylsulfanylcarbonimidoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-2-oxo-ethyl)-amino]-acetic acid tert-butyl ester(788801-45-6)
• EPA Substance Registry System: [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-{2-[(6-methylsulfanylcarbonimidoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-2-oxo-ethyl)-amino]-acetic acid tert-butyl ester(788801-45-6)

Safety Data

• Hazardous Substances Data: 788801-45-6(Hazardous Substances Data)

Upstream product

• 182291-44-7 [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-oxo-2-{2-[(6-thiocarbamoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-ethyl)-amino]-acetic acid tert-butyl ester 
• 74-88-4 methyl iodide 
• 182159-40-6 5-(aminomethyl)-2-pyridinecarbonitrile hydrochloride 
• 294659-30-6 methyl 1-(tert-butyloxycarbonyl)pyrrole-2-carboxylate 
• 202477-57-4 1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester 
• 110295-94-8 3-<amino>methyl>pyridine N-oxide 
• 102297-41-6 3-<amino>methyl>pyridine 
• 51154-06-4 (S)-2,5-dihydropyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 
• 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 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 100-26-5 Pyridine-2,5-dicarboxylic acid 
• 65346-04-5 5-cyano-2-pyridinecarboxamide 

Downstream Products

• 182291-46-9 [tert-butoxycarbonyl-(2-{2-[(6-carbamimidoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-amino]-acetic acid tert-butyl ester 

Relevant articles and documents

Orally active thrombin inhibitors. Part 1: Optimization of the P1-moiety

The synthesis and SAR of novel nanomolar thrombin inhibitors with the common backbone HOOC-CH2-d-cyclohexylalanyl-3,4-dehydroprolyl-NH-CH 2-aryl-C(double bond, long NH)NH2 are described together with their ecarin clotting

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).