Chemoenzymatic Synthesis of Enantiomerically Pure (2S,3R,4S)‐4‐Hydroxyisoleucine, an Insulinotropic Amino Acid Isolated from Fenugreek Seeds - Archive ouverte HAL
Article Dans Une Revue European Journal of Organic Chemistry Année : 2004

Chemoenzymatic Synthesis of Enantiomerically Pure (2S,3R,4S)‐4‐Hydroxyisoleucine, an Insulinotropic Amino Acid Isolated from Fenugreek Seeds

Résumé

A short six‐step synthesis of (2S,3R,4S)‐4‐hydroxyisoleucine (1a) with total control of stereochemistry is reported, the last step being the enzymatic resolution by hydrolysis of a N ‐phenylacetyl lactone derivative using the commercially available penicillin acylase G immobilized on Eupergit C (E‐PAC).
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Dates et versions

hal-04677154 , version 1 (27-09-2024)

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Valérie Rolland, Marc Rolland, Marie‐louise Roumestant, Jean Martínez. Chemoenzymatic Synthesis of Enantiomerically Pure (2S,3R,4S)‐4‐Hydroxyisoleucine, an Insulinotropic Amino Acid Isolated from Fenugreek Seeds. European Journal of Organic Chemistry, 2004, 2004 (4), pp.873-877. ⟨10.1002/ejoc.200300434⟩. ⟨hal-04677154⟩

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