284470-00-4

Upstream product

• 210547-90-3 (S)-3-Amino-1-(tert-butyl-diphenyl-silanyloxy)-azepan-2-one 
• 284469-88-1 (3S)-3-hydroxy-2,2-dimethyldecanoaic acid 
• 284469-91-6 methyl (3S)-3-hydroxy-2,2-dimethyldecanoate 
• 171287-62-0 [(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-carbamic acid benzyl ester 
• 124-13-0 Octanal 

Downstream Products

• 284470-02-6 6-[formyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-2-{[2-(2-hydroxy-5-methoxy-phenyl)-5-methyl-oxazole-4-carbonyl]-amino}-hexanoic acid 1-{1-[1-(tert-butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-ylcarbamoyl]-1-methyl-ethyl}-octyl ester 
• 1027428-89-2 (R)-2-Amino-6-[formyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid (S)-1-{1-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-ylcarbamoyl]-1-methyl-ethyl}-octyl ester 
• 225505-59-9 amamistatin A 
• 284470-01-5 (R)-2-Benzyloxycarbonylamino-6-[formyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid (S)-1-{1-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-ylcarbamoyl]-1-methyl-ethyl}-octyl ester 

Relevant academic research and scientific papers

Total synthesis of amamistatin A, an antiproliferative linear peptide from an actinomycete

Amamistatin A, a linear lipopeptide and a growth inhibitor of human tumor cell lines from an actinomycete, was efficiently synthesized by a convergent approach. The asymmetric synthesis of β-hydroxy acid fragment was achieved by using chiral oxazaborolidinone mediated aldol reaction. The oxazole ring was constructed from N-acylthreonine via side-chain oxidation and cyclodehydration. The synthesis of the linear peptide was carded out in a stepwise manner from the cyclic hydroxamic acid fragment, and the final deprotection provided amamistatin A. (C) 2000 Elsevier Science Ltd.