Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 16, Issue 5, Pages 830-835Publisher
AMER CHEMICAL SOC
DOI: 10.1021/op300053a
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This article describes the development and optimization of chemical reactions and subsequent multi-kilogram preparation of the glucokinase activator (R)-1 to fund clinical evaluation as a potential therapeutic for type II diabetes. The major process developments presented here are a Wittig olefination isomerization based synthesis of an E-acrylic acid, an optimized enantioselective hydrogenation of the E-acrylic acid, and a challenging final amide coupling.
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