321164-87-8

Basic information

• Product Name: (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one
• Synonyms: (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one
• CAS NO: 321164-87-8
• Molecular Weight: 345.514
• Mol File: 321164-87-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one(321164-87-8)
• EPA Substance Registry System: (S)-4-(tert-butoxycarbonylamino)-5-phenyl-1-trimethylsilylpent-1-yn-3-one(321164-87-8)

Safety Data

• Hazardous Substances Data: 321164-87-8(Hazardous Substances Data)

Upstream product

• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 72155-49-8 N-(tert-butoxycarbonyl)-4(S)-amino-3(R)-hydroxy-5-phenylpentanoic acid 
• 72155-48-7 (3S,4S)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenylpentanoic acid 
• 161828-15-5 (3R,4S)-4-[N-(tert-butoxycarbonyl)amino]-1-trimethylsilyl-5-phenyl-pent-1-yn-3-ol 
• 161828-14-4 (3S,4S)-4-[N-(tert-butoxycarbonyl)amino]-1-trimethylsilyl-5-phenyl-pent-1-yn-3-ol 

Relevant articles and documents

A synthetic approach to 3-hydroxy 4-substituted carboxylic acids based on the stereoselective reduction of 1-trimethylsilyl-1-alkyn-3-ones

The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biologically active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, respectively. (C) 2000 Elsevier Science Ltd.