Expedient synthesis of 1, 3-substituted benzene peptidomimetics
A Bach, K Strømgaard
Index: Bach, Anders; Stromgaard, Kristian Synthesis, 2011 , # 5 p. 807 - 815
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Abstract
Abstract A synthetic route for replacing the central amino acid in the tripeptide Thr-Ala-Val (TAV) with a 1, 3-substituted benzene ring was developed. l-Threonine was introduced into the benzene ring by a Grignard reaction with protected l-threoninal, where the nature of the side-chain protecting group was found to be of utmost importance. Subsequently, l-valine was introduced by a copper-mediated amination. Overall, the tripeptide analogue was ...
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