475983-39-2

Basic information

• Product Name: tert-butyl (5R)-10-oxo-9-oxa-1-azaspiro[4.5]decane-1-carboxylate
• CAS NO: 475983-39-2
• Molecular Formula: C₁₃H₂₁NO₄
• Molecular Weight: 255.3101
• Mol File: 475983-39-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 399.578°C at 760 mmHg
• Flash Point: 195.458°C
• Density: 1.163g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: tert-butyl (5R)-10-oxo-9-oxa-1-azaspiro[4.5]decane-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (5R)-10-oxo-9-oxa-1-azaspiro[4.5]decane-1-carboxylate(475983-39-2)
• EPA Substance Registry System: tert-butyl (5R)-10-oxo-9-oxa-1-azaspiro[4.5]decane-1-carboxylate(475983-39-2)

Safety Data

• Hazardous Substances Data: 475983-39-2(Hazardous Substances Data)

Upstream product

• 144085-23-4 N-tert-butoxycarbonyl-L-α-allylproline 
• 475983-37-0 (R)-N-(tert-butoxycarbonyl)-2-allylproline pentafluorophenyl ester 

Downstream Products

• 475983-65-4 (2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide 
• 475983-67-6 (2R)-1-(tert-butoxycarbonyl)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-2-(3-(methanesulfonyl)propyl)pyrrolidine-2-carboxamide 

Relevant articles and documents

Spirolactams as conformationally restricted pseudopeptides: Synthesis and conformational analysis

The synthesis of 1-(tert-butoxycarbonyl)-7-[1-(tert-butoxycarbonyl) -3-methylbutyl]-6-oxo-1,7-diazaspiro[4.5]decanes (S,S)-1a and (S,R)-1b is described. Derivatives 17a,b and 19a are prepared for use in peptide synthesis as constrained surrogates of the Pro-Leu and Gly-Leu dipeptides. The Ac-{Gly-Leu}-Met-NH2 derivatives (S,S,S)-2a and (S,R,S)-2b, with the tripeptidic C-terminal region present in tachykinins, are also synthesized. Conformational analyses of these tripetide analogues by NMR experiments and molecular modeling calculations show that both (S,S,S)-2a and (S,R,S)-2b epimers are γ-turn/distorted type II β-turn mimetics.