199467-19-1

Basic information

• Product Name: 2-[3-(2-benzyloxycarbonylamino-5-tert-butoxycarnonylaminopentanoylamino)-2-oxo-butyrylamino]-4-methylpentanoic acid tert-butyl ester
• Synonyms: 2-[3-(2-benzyloxycarbonylamino-5-tert-butoxycarnonylaminopentanoylamino)-2-oxo-butyrylamino]-4-methylpentanoic acid tert-butyl ester
• CAS NO: 199467-19-1
• Molecular Weight: 634.77
• Mol File: 199467-19-1.mol

Chemical Properties

• CAS DataBase Reference: 2-[3-(2-benzyloxycarbonylamino-5-tert-butoxycarnonylaminopentanoylamino)-2-oxo-butyrylamino]-4-methylpentanoic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3-(2-benzyloxycarbonylamino-5-tert-butoxycarnonylaminopentanoylamino)-2-oxo-butyrylamino]-4-methylpentanoic acid tert-butyl ester(199467-19-1)
• EPA Substance Registry System: 2-[3-(2-benzyloxycarbonylamino-5-tert-butoxycarnonylaminopentanoylamino)-2-oxo-butyrylamino]-4-methylpentanoic acid tert-butyl ester(199467-19-1)

Safety Data

• Hazardous Substances Data: 199467-19-1(Hazardous Substances Data)

Upstream product

• 7733-29-1 Z-Orn(Boc)-OH 
• 199467-18-0 (S)-2-((S)-3-Amino-2-oxo-butyrylamino)-4-methyl-pentanoic acid tert-butyl ester 
• 21691-53-2 L-leucine tert-butyl ester 
• 199467-17-9 2-(3-benzyloxycarbonylamino-2-oxobutyrylamino)-4-methylpentanoic acid tert-butyl ester 
• 199467-22-6 {(S)-4-Benzyloxycarbonylamino-4-[(S)-3-cyano-1-methyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-butyl}-carbamic acid tert-butyl ester 

Downstream Products

• 137563-63-4 Eurystatin A 
• 158221-48-8 (3-isobutyl-7-methyl-2,5,6,9-tetraoxo-1,4,8-triazacyclotridec-10-yl)-carbamic acid benzyl ester 

Relevant articles and documents

Application of acyl cyanophosphorane methodology to the synthesis of protease inhibitors: Poststatin, eurystatin, phebestin, probestin and bestatin

Full details are given for the syntheses of the protease inhibitors, poststatin and eurystatin by the acyl cyanophosphorane coupling procedure used for the formation of α-keto amides. We have also extended this methodology to the syntheses of the related α-hydroxy amide natural products, phebestin, probestin and bestatin. The key step in the latter synthetic sequences involved diastereomeric selectivity in the reduction of the α-keto precursor to the corresponding α-hydroxy amide by the use of zinc borohydride.