475983-65-4

Upstream product

• 475983-37-0 (R)-N-(tert-butoxycarbonyl)-2-allylproline pentafluorophenyl ester 
• 144085-23-4 N-tert-butoxycarbonyl-L-α-allylproline 
• 1738-69-8 L-Leucine benzyl ester 
• 475983-39-2 (R)-1-(tert-butoxycarbonyl)-6-oxo-7-oxa-1-azaspiro[4.5]decane 

Downstream Products

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

Relevant academic research and scientific papers

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.