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Convenient enantioselective preparation of salsolinol-1-carboxylic acid

✍ Scribed by Masao Kawai; Yulin Deng; Ikuko Kimura; Hatsuo Yamamura; Shuki Araki; Makoto Naoi

Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 215 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(97)00149-3

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✦ Synopsis

Pictet-Spengler condensation of dopamine with (+)-menthyl pyruvate afforded a diastereomeric mixture of menthyl salsolinol-l-carboxylate, from which pure diastereomer was isolated by repeated recrystallizations in ca. 20% yield. Acid hydrolysis of the menthyl ester furnished (-)-(R)-salsolinol-l-carboxylic acid in good yield. (~) 1997 Elsevier Science Ltd

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