Short asymmetric synthesis of a model monomeric unit for a/g peptide foldamers based on b -amino linked D-leucine – cis- g -butyrolactone g -acetic acid conjugate

This synthetic work reports a concise, asymmetric synthesis of b -amino- g -butyrolactone acetic acid - D-leucine hybrid 1 which will serve as model starting template sub-unit for preparing a/g foldameric oligopeptides containing unnatural g -amino acid residues. The synthesis of cis-substituted 1 w...

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Bibliographic Details
Published in:Organic communications 2017-05, Vol.10 (2), p.99-103
Main Authors: Ali, Mohd Tajudin Mohd, Aliasak, Siti Aisyah, Macabeo, Allan Patrick G.
Format: Article
Language:English
Subjects:
Acetic acid
Amino acids
Asymmetric synthesis
Butyrolactone
Leucine
Oligopeptides
Synthesis
Online Access:Get full text
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Summary:This synthetic work reports a concise, asymmetric synthesis of b -amino- g -butyrolactone acetic acid - D-leucine hybrid 1 which will serve as model starting template sub-unit for preparing a/g foldameric oligopeptides containing unnatural g -amino acid residues. The synthesis of cis-substituted 1 was successfully achieved in six linear steps with very good stereoinduction.
ISSN:1307-6175
1307-6175
DOI:10.25135/acg.oc.13.16.12.474