209258-91-3

Basic information

• Product Name: (S)-2-[(R)-1-(tert-Butoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• Synonyms: (S)-2-[(R)-1-(tert-Butoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• CAS NO: 209258-91-3
• Molecular Weight: 509.602
• Mol File: 209258-91-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-[(R)-1-(tert-Butoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-[(R)-1-(tert-Butoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester(209258-91-3)
• EPA Substance Registry System: (S)-2-[(R)-1-(tert-Butoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester(209258-91-3)

Safety Data

• Hazardous Substances Data: 209258-91-3(Hazardous Substances Data)

Upstream product

• 209258-90-2 ((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-acetic acid tert-butyl ester 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 2448-45-5 Cbz-D-Phe 

Downstream Products

• 209258-95-7 [(S)-2-((R)-1-{[(4-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-methyl]-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-oxo-acetic acid methyl ester 
• 209258-93-5 [(S)-2-((R)-1-{[(2-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-methyl]-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-oxo-acetic acid methyl ester 
• 209258-94-6 [(S)-2-((R)-1-{[(3-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-methyl]-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-oxo-acetic acid methyl ester 
• 1025937-37-4 [(S)-2-((R)-1-{[(3-Carboxymethoxy-phenylcarbamoyl)-methyl]-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-oxo-acetic acid methyl ester 
• 1027893-44-2 [(S)-2-((R)-1-{[(2-Carboxymethoxy-phenylcarbamoyl)-methyl]-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-oxo-acetic acid methyl ester 
• 1026251-05-7 [(S)-2-((R)-1-{[(4-Carboxymethoxy-phenylcarbamoyl)-methyl]-carbamoyl}-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-oxo-acetic acid methyl ester 
• 209258-92-4 {(S)-2-[(R)-1-(tert-Butoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidin-1-yl}-oxo-acetic acid methyl ester 
• 1025812-88-7 {(S)-2-[(R)-1-(Carboxymethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidin-1-yl}-oxo-acetic acid methyl ester 

Relevant articles and documents

Synthesis of dipeptide-type human immunodeficiency virus (HIV) protease inhibitors with a binding unit to GP120

Some dipeptide-type human immunodeficiency virus (HIV) protease inhibitors derived from KNI-102, with a N-carbomethoxycarbonylprolyl- phenylalanine benzyl ester (CPF) moiety as a binding site to gp120, were synthesized. Compounds 11a showed 7 - 100 times higher HIV protease- inhibitory activity (11a; IC50 = 0.90 μg/ml, 1.1 μM) than the standard compound 3 or 4 (3; IC50 = 3.7 μg/ml, 7.7 μM, 4; IC50 = 75 μg/ml, 155 μM). Generally, the compounds substituted at the o-position of the phenoxyacetyl group 7a, 11a, 16a and 21a showed several times higher inhibitory activity than 3.