Method of preparing (+)-(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)2,3

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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C07D28102

Type

Patent

Status

active

Patent number

050138359

Description

ABSTRACT:
2-Aminothiophenol is reacted with (-)-(2R,3S)-2,3-epoxy-3-(4-methoxyphenyl) methylpropionate, and the intermediate (2S,3S)-3-[(2-aminophenyl)thio]-2-hydroxy-3-(4-methoxyphenyl) methylpropionate is then cyclized in the presence of methane sulfonic acid, in the same container and without isolating said intermediate product, using chlorobenzene as a solvent.

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Hashiyama et al. (1985), J. Chem. Soc. Perkin. Trans., 1: 421-427, Kugita et al. (1970), Chem. Pharm. Bull. 18: 2028-2037.

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