158221-48-8

Upstream product

• 21691-53-2 L-leucine tert-butyl ester 
• 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 
• 199467-17-9 2-(3-benzyloxycarbonylamino-2-oxobutyrylamino)-4-methylpentanoic acid tert-butyl ester 
• 199467-23-7 [(S)-4-Benzyloxycarbonylamino-4-((S)-3-cyano-1-methyl-2,3-dioxo-propylcarbamoyl)-butyl]-carbamic acid tert-butyl ester 
• 199467-19-1 2-[3-(2-benzyloxycarbonylamino-5-tert-butoxycarnonylaminopentanoylamino)-2-oxo-butyrylamino]-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 

Relevant academic research and scientific papers

The synthesis of eurystatin A1

Eurystatin A, a new prolyl endopeptidase inhibitor isolated from Streptomyces eurythermus has now been synthesized.

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.