4.4 Article

First synthesis and full characterization of mexiletine N-carbonyloxy β-D-glucuronide

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 40, Pages 5265-5268

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.07.150

Keywords

Curtius rearrangement; Glycosidic linkage; Stereochemistry; Ring-opening reaction

Funding

  1. Italian Ministero dell'Istruzione, dell'Universita e della Ricerca [MIUR 2005033023_001]

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A simple, convergent synthesis of the N-carbonyloxy beta-D-glucuronide of mexiletine (sodium salt) in moderate yield is described. The compound is now available as an authentic reference standard for analytical studies, enabling more detailed investigation on the metabolism of mexiletine. (C) 2010 Elsevier Ltd. All rights reserved.

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