Tetrahedron: Asymmetry

Synthesis and determination of the absolute stereochemistry of the enantiomers of adrafinil and modafinil

A Osorio-Lozada, T Prisinzano, HF Olivo

Index: Osorio-Lozada, Antonio; Prisinzano, Thomas; Olivo, Horacio F. Tetrahedron Asymmetry, 2004 , vol. 15, # 23 p. 3811 - 3815

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Citation Number: 25

Abstract

Both enantiomers of modafinil, adrafinil, modafinic acid and ethyl modafinate were prepared from the diastereomers formed by reacting racemic β-sulfinyl carboxylic acid with (4R)- phenyl-thiazolidinethione. The absolute stereochemistry of the sulfoxide group was confirmed via X-ray analysis of one of the thiazolidinethione diastereomers.

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