Resolution of (1S,4R)-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl

Details Resolution of (1S,4R)-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl Resolution of (1S,4R)-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl

1989-02-28

1990-05-15

Sutto, Anton H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D49304

Patent

active

049259555

ABSTRACT:
This invention relates to a process for resolving (.+-.)-cis-1-ethyl-1,3,4,9-tetrahydro-4-(phenylmethyl)pyrano[3,4-b]indole- 1-acetic acid (pemedolac) usinig brucine to obtain the corresponding (1S,4R)-eutomer. Said eutomer is useful as an analgesic.

REFERENCES:
patent: 4501899 (1985-02-01), Abraham et al.
patent: 4520203 (1985-05-01), Abraham et al.
patent: 4604469 (1986-08-01), Demerson et al.
patent: 4670462 (1987-06-01), Katz et al.
Jean Jacques, Andre Collet, and Samuel H. Wilen, Enantiomers, Racemates, and Resolutions, 1981, pp. 256-259, 384, 385.
William Henry Perkin, William Jackson Pope, and Otto Wallach, Optically Active Substances Containing No Asymetric Atom, 1-Methylcyclohexylidene-4-Acetic Acid, Journal of The Chemical Society, 1909, vol. 95, pp. 1789-1802.
A. Katz et al., J. Med. Chem., 31, 1244-1250, (1988).

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