188054-58-2

Basic information

• Product Name: [3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester
• Synonyms: [3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester
• CAS NO: 188054-58-2
• Molecular Weight: 520.568
• Mol File: 188054-58-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester(188054-58-2)
• EPA Substance Registry System: [3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester(188054-58-2)

Safety Data

• Hazardous Substances Data: 188054-58-2(Hazardous Substances Data)

Upstream product

• 4336-70-3 (cyanomethyl)triphenylphosphonium chloride 
• 42918-86-5 (S)-2-(((benzyloxy)carbonyl)amino)butanoic acid 
• 16640-68-9 cyanomethylene triphenylphosphorane 

Downstream Products

• 188054-60-6 (1-{1-[1-[3-cyano-1-ethyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylcarbamoyl]-2-methylpropylcarbamoyl]-2-methylpropylcarbamoyl}-2-methylpropyl)-carbamic acid benzyl ester 
• 135219-43-1 2-(2-{3-[2-(2-amino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid 
• 135219-44-2 2-(2-{3-[2-(2-benzyloxycarbonylamino-3-methylbutyrylamino)-3-methyl-butyrylamino]-2-oxo-pentanoylamino}-4-methylpentanoylamino)-3-methylbutyric acid benzyl ester 
• 188054-59-3 (S)-4-Amino-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-hexanenitrile 

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.