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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 16
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Original Articles

O-Demethylation of Opioid Derivatives with Methane Sulfonic Acid/ Methionine: Application to the Synthesis of Naloxone and Analogues

Jean-Daniel Andre Sanofi-Chimie, Route de Gap, BP 15, 04201, Sisteron, Cedex, France
,
Jean-Robert Dormoy Sanofi-Chimie, Route de Gap, BP 15, 04201, Sisteron, Cedex, France
&
Alain Heymes Sanofi-Chimie, Route de Gap, BP 15, 04201, Sisteron, Cedex, France
Pages 2313-2327 | Received 08 Apr 1992, Published online: 23 Sep 2006
 
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Abstract

Naloxone 2 was obtained by demethylation of N-allylnoroxycodone 1 with methane sulfonic acid / methionine. This reagent is an excellent substitute for boron tribromide. It was used for the synthesis of analogous derivatives with variable results.

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