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■ Enantioselective Synthesis of (S)-3-(4-Thiazolyl)-2-tert-butoxycarbonylaminopropionic Acid: A Chiral Building Block for Renin Inhibitor

Yoshifumi Yuasa, Haruki Tsuruta, and Yoko Yuasa*

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, 192-0392, Tokyo, Japan

Abstract

(S)-3-(4-Thiazolyl)-2-tert-butoxycarbonylaminopropionic acid (6), an important structural constituent of the renin inhibitor, has been synthesized from (Z)-3-(4-thiazolyl)-2-benzoylaminoprop-2-enoic acid (4b) by enantioselective hydrogenation using the Ru-(S)-p-tolyl-BINAP complex as the key step, and then followed by acid hydrolysis and tert-butoxycarbonylation.