Volume 26, Issue 19
Heterocyclic Compounds
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ChemInform Abstract: Addition of Organometallic Reagents to N-Glycosyl Nitrones. Enantioselective Syntheses of (+)-(R)- and (-)-(S)-Zileuton.

A. BASHA

A. BASHA

Process Chem., Dep. 45L/AP10, Pharm. Prod. Div., Abbott Lab., Abbott Park, IL 60064-3500, USA

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R. HENRY

R. HENRY

Process Chem., Dep. 45L/AP10, Pharm. Prod. Div., Abbott Lab., Abbott Park, IL 60064-3500, USA

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M. A. MCLAUGHLIN

M. A. MCLAUGHLIN

Process Chem., Dep. 45L/AP10, Pharm. Prod. Div., Abbott Lab., Abbott Park, IL 60064-3500, USA

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J. D. RATAJCZYK

J. D. RATAJCZYK

Process Chem., Dep. 45L/AP10, Pharm. Prod. Div., Abbott Lab., Abbott Park, IL 60064-3500, USA

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S. J. WITTENBERGER

S. J. WITTENBERGER

Process Chem., Dep. 45L/AP10, Pharm. Prod. Div., Abbott Lab., Abbott Park, IL 60064-3500, USA

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First published: May 9, 1995

Abstract

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ChemInform Abstract

The enantiomers of the 5-lipoxygenase inhibitor zileuton (VIII) are synthesized via the common intermediate (III) by diastereoselective addition of organometallic reagents to the mannose-derived nitrones as key step.

chemical structure image

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