Volume 31, Issue 51
Natural Products
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ChemInform Abstract: A Concise Synthesis of (S)-(-)-3-(2-Carboxy-4-pyrrolyl)-alanine.

Maciej Adamczyk

Maciej Adamczyk

Dep. Chem., Abbott Diagn. Div., Abbott Lab., Abbott Park, IL 60064, USA

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Donald D. Johnson

Donald D. Johnson

Dep. Chem., Abbott Diagn. Div., Abbott Lab., Abbott Park, IL 60064, USA

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Rajarathnam E. Reddy

Rajarathnam E. Reddy

Dep. Chem., Abbott Diagn. Div., Abbott Lab., Abbott Park, IL 60064, USA

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First published: 31 May 2010

Abstract

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ChemInform Abstract

A general and convergent synthesis of the non-proteinogenic amino acid derivative (VIII) is described starting from commercially available L-aspartate (I) in good overall yield. Key step of the synthesis is a base-promoted condensation-cyclization of nitro compound (VI) with methyl isocyanoacetate (VII) to afford pyrrole derivative (VIII).

chemical structure image

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