193153-19-4

Basic information

• Product Name: (2R,3R)-3-tert-Butoxycarbonylamino-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester
• Synonyms: (2R,3R)-3-tert-Butoxycarbonylamino-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester
• CAS NO: 193153-19-4
• Molecular Weight: 422.524
• Mol File: 193153-19-4.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R)-3-tert-Butoxycarbonylamino-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-3-tert-Butoxycarbonylamino-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester(193153-19-4)
• EPA Substance Registry System: (2R,3R)-3-tert-Butoxycarbonylamino-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester(193153-19-4)

Safety Data

• Hazardous Substances Data: 193153-19-4(Hazardous Substances Data)

Upstream product

• 100564-78-1 (2R)-(tert-butoxycarbonylamino)-4-phenylbutanoic acid 

Downstream Products

• 202208-87-5 (2R,3R)-3-[(Biphenyl-4-carbonyl)-amino]-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester 
• 193153-20-7 (2R,3R)-3-Amino-2-(3-cyano-benzyl)-5-phenyl-pentanoic acid methyl ester 

Relevant articles and documents

Identification and initial structure-activity relationships of a novel class of nonpeptide inhibitors of blood coagulation factor Xa

The discovery and some of the basic structure-activity relationships of a series of novel nonpeptide inhibitors of blood coagulation Factor Xa is described. These inhibitors are functionalized β-alanines, exemplified by 2a. Docking experiments placing 2a in the active site of Factor Xa implied that the most expeditious route to enhancing in vitro potency was to modify the group occupying the S3 site of the enzyme. Increasing the hydrophobic contacts between the inhibitor and the enzyme in this region led to 8, which has served as the prototype for this series. In addition, an enantioselective synthesis of these substituted β-alanines was also developed.