Document Detail


Synthesis of enantiomerically enriched (R)-C-labelled 2-aminoisobutyric acid (Aib) by conformational memory in the alkylation of a derivative of L-alanine.
MedLine Citation:
PMID:  22043239     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
The method of Kouklovsky and coworkers for the enantioselective alkylation of cyclic N-naphthoyl derivatives of amino acids was used to introduce a (13)C label into one of the two enantiotopic methyl groups of 2-aminoisobutyric acid (Aib) by retentive alkylation of L-alanine with (13)CH(3)I. Conditions were identified for optimization of yield and enantiomeric purity, and the absolute configuration of the labelled product was established.
Authors:
Stephen P Fletcher; Jordi Solà; Dean Holt; Robert A Brown; Jonathan Clayden
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Publication Detail:
Type:  Journal Article     Date:  2011-09-20
Journal Detail:
Title:  Beilstein journal of organic chemistry     Volume:  7     ISSN:  1860-5397     ISO Abbreviation:  Beilstein J Org Chem     Publication Date:  2011  
Date Detail:
Created Date:  2011-11-01     Completed Date:  2011-11-10     Revised Date:  2013-05-29    
Medline Journal Info:
Nlm Unique ID:  101250746     Medline TA:  Beilstein J Org Chem     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  1304-9     Citation Subset:  -    
Affiliation:
School of Chemistry, University of Manchester, Oxford Rd., Manchester M13 9PL, UK.
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