Process for producing enantiomerically enriched guaifenesin

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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C07C 4103, C07C 43205

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active

054950520

ABSTRACT:
A tertiary amine is used to catalize the stereospecific ring-opening of chiral glycidol with o-methoxyphenol to afford high yields of enantiomerically enriched guaifenesin. The optical purity of the product may be even further enhanced by recrystallization.

REFERENCES:
patent: 4390732 (1983-06-01), Merk et al.
Nelson et al., "J. Org. Chem.", vol. 42, No. 6, 1977, pp. 1006-1012.
Lopez Calhorra et al., "Chem. Abstracts", vol. 107, 1987, pp. 584, and 585, 23070q.

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