Journal
TETRAHEDRON LETTERS
Volume 48, Issue 6, Pages 979-983Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.12.011
Keywords
epoxide hydrolase; (R)-1-benzyloxy-2-methylpropane-2,3-diol; kinetic resolution; diol; bicalutamide
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Expeditious synthesis of (R)-bicalutamide (1), a synthetic antiandrogen, from enantiopure 2-methylpropane-1,2,3-triol monobenzyl ether (4) was achieved. An engineered Bacillus subtilis epoxide hydrolase worked enantioselectively on the racemic epoxide (7) to provide the above starting material in highly enantiomerically enriched state. (c) 2006 Elsevier Ltd. All rights reserved.
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