207445-01-0

Basic information

• Product Name: (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• Synonyms: (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• CAS NO: 207445-01-0
• Molecular Weight: 523.629
• Mol File: 207445-01-0.mol

Chemical Properties

• CAS DataBase Reference: (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester(207445-01-0)
• EPA Substance Registry System: (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester(207445-01-0)

Safety Data

• Hazardous Substances Data: 207445-01-0(Hazardous Substances Data)

Upstream product

• 58620-93-2 tert-butyl 3-aminopropanoate hydrochloride 
• 207445-00-9 3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionic acid tert-butyl ester 
• 2448-45-5 Cbz-D-Phe 

Downstream Products

• 207445-02-1 3-{(R)-2-[((S)-1-Methoxyoxalyl-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionylamino}-propionic acid tert-butyl ester 
• 207445-03-2 ((S)-2-{(R)-1-[2-(4-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester 
• 209258-96-8 ((S)-2-{(R)-1-[2-(2-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester 
• 209258-97-9 ((S)-2-{(R)-1-[2-(3-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester 
• 1026163-87-0 ((S)-2-{(R)-1-[2-(2-Carboxymethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester 
• 1026604-40-9 ((S)-2-{(R)-1-[2-(3-Carboxymethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester 

Relevant articles and documents

Syntheses of HIV-protease inhibitors having a peptide moiety which binds to GP120

Some HIV-protease inhibitor derivatives having an N- carbomethoxycarbonyl-prolyl-phenylalanine benzyl ester (CPF) moiety as a binding site to gp120 were designed and synthesized. Almost all the compounds bearing CPF on the phenoxyacetyl group showed protease-inhibitory activity. Compounds 25a and 25b, which have the CPF moiety at the ortho- and meta- positions of the phenoxyacetyl group, respectively, had anti-HIV activity, although the others showed only protease-inhibitory activity. These results suggest that 25b binds to gp120 and inhibits HIV protease.

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.