191217-15-9

Basic information

• Product Name: (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide
• Synonyms: (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide
• CAS NO: 191217-15-9
• Molecular Weight: 637.692
• Mol File: 191217-15-9.mol

Chemical Properties

• CAS DataBase Reference: (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide(191217-15-9)
• EPA Substance Registry System: (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide(191217-15-9)

Safety Data

• Hazardous Substances Data: 191217-15-9(Hazardous Substances Data)

Upstream product

• 191217-13-7 (2S,3S)-N-[(1S)-2-(tert-Butyldiphenylsilyloxy)-1-methylethyl]-3-azido-4-phenyl-2-(triethylsilyloxy)butylamine 
• 191217-12-6 (2S,3S)-3-Azido-1-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethylamino]-4-phenylbutan-2-ol 
• 161170-92-9 (2S,3R)-2-Hydroxymethyl-3-phenylmethyloxirane 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 140867-26-1 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane 
• 151250-78-1 Benzoic acid (2S,3S)-3-azido-2-hydroxy-4-phenyl-butyl ester 
• 116949-67-8 (2S,3S)-2-azido-1-phenyl-butane-3,4-diol 
• 42238-15-3 (2E)-4-phenylbut-2-en-1-ol 
• 54966-42-6 ethyl 3-benzylacrylate 
• 191217-14-8 (R)-N-((2S,3S)-3-Azido-4-phenyl-2-triethylsilanyloxy-butyl)-2-bromo-N-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-propionamide 

Downstream Products

• 245523-20-0 (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one 
• 191217-16-0 (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-methylmorpholin-3-one 

Relevant articles and documents

Synthesis of conformationally restricted mimetics of γ-turns and incorporation into desmopressin, an analogue of the peptide hormone vasopressin

Mimetics of tripeptides adopting inverse and classical γ-turn conformations have been designed and synthesized by an enantioselective approach and then incorporated in an analogue of the hormone vasopressin. In the mimetics one of the amide bonds of the γ

An approach to enantiomerically pure inverse γ-turn mimetics for use in solid-phase synthesis

An inverse γ-turn mimetic, having a morpholin-3-one ring as the key structural unit, was prepared in enantiomerically pure form in seven steps and 37% overall yield starting from 2(R)-[1'(S)-azido-2'-phenylethyl]oxirane (3). The mimetic has side-chains corresponding to a Phe-Ala-Ala tripeptide but the synthetic route was designed to allow incorporation also of other side chains. Molecular mechanics calculations revealed that the torsional angles of the second residue of the mimetic were effectively locked into an inverse γ-turn like conformation.