4.0 Article

Efficient large (ca.40 g) laboratory scale preparation of (S)- and (R)-valine tert-butyl esters

Journal

TETRAHEDRON-ASYMMETRY
Volume 13, Issue 17, Pages 1911-1914

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0957-4166(02)00532-3

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A large laboratory scale (ca. 40 g) method for the preparation of enantiomerically pure (S)- and (R)-valine tert-butyl esters has been developed. The method involves three steps: preparation of N-TFA-valines, preparation of valine tert-butyl esters using 2-methylpropene in dioxane in the presence of sulfuric acid, and isolation of the tat-get compounds Lis the acetate derivative. The overall yield is up to 70% relative to the starting valine, ee being more than 98% (by HPLC). (C) 2002 Elsevier Science Ltd. All rights reserved.

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