Volume 22, Issue 16
Natural Products
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ChemInform Abstract: Synthesis of Enantiomerically Pure Amino Acids Containing a 2-Amino-4- thiazolyl Side Chain.

W. C. PATT

W. C. PATT

Chem. Dep., Parke-Davis Pharm. Res. Div., Warner-Lambert Co., Ann Arbor, MI 48105, USA

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R. W. SKEEAN

R. W. SKEEAN

Chem. Dep., Parke-Davis Pharm. Res. Div., Warner-Lambert Co., Ann Arbor, MI 48105, USA

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B. A. STEINBAUGH

B. A. STEINBAUGH

Chem. Dep., Parke-Davis Pharm. Res. Div., Warner-Lambert Co., Ann Arbor, MI 48105, USA

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First published: April 23, 1991

Abstract

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ChemInform Abstract

The aspartic or glutamic acid derivatives (I) are converted to the diazo ketones (V) via the mixed anhydrides (III). Degradation of (V) by treatment with hydrochloric acid gives the crude α-chloro ketones (VI) which undergo ring closure reaction with thiourea (VII), forming the protected thiazolyl-substituted amino acids (VIII).

chemical structure image

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