Stereoselective synthesis of a candoxatril intermediate [formula omitted] asymmetric hydrogenation

A four step synthesis of a chiral glutarate half ester intermediate, required for the preparation of candoxatril, has been developed from t-butyl acrylate. The key steps in this route include a stereoselective synthesis of a trisubstituted alkene and its asymmetric hydrogenation with a Ru-BINAP cata...

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Bibliographic Details
Published inTetrahedron letters Vol. 40; no. 11; pp. 2187 - 2190
Main Authors Challenger, Stephen, Derrick, Andrew, Mason, Clive P., Silk, Terry V.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.03.1999
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Summary:A four step synthesis of a chiral glutarate half ester intermediate, required for the preparation of candoxatril, has been developed from t-butyl acrylate. The key steps in this route include a stereoselective synthesis of a trisubstituted alkene and its asymmetric hydrogenation with a Ru-BINAP catalyst. An efficient four step synthesis of a candoxatril intermediate has been developed from t-butyl acrylate. The key step involves Ru-catalysed asymmetric hydrogenation of a trisubstituted alkene precursor.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)02687-2