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.
|Number of pages||5|
|State||Published - Nov 29 2004|
Bibliographical noteFunding Information:
Financial support for this work was provided by the National Science Foundation (CHE-0111292 and EEC-0310689). We thank Mr. John Podobinski for the preparation of compound 4 and Dr. Dale Swenson for obtaining the crystallographic analysis of compound (−)- 5 . We are indebted to Dr. Blake Watkins (University of Mississippi) for obtaining all the HRMS.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry