Process for the stereoselective reduction of 6- and 8-keto morph

Details Process for the stereoselective reduction of 6- and 8-keto morph Process for the stereoselective reduction of 6- and 8-keto morph

1976-04-23

1978-05-16

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424260, C07D48908, A61K 31485

Patent

active

040898555

ABSTRACT:
Process for the stereoselective synthesis of 6.beta.-and 8.beta.- hydroxy epimers by the chemical reduction of 6- and 8-keto derivatives in the morphine and morphinan series utilizing alkaline formamidinesulficic acid. The 6.beta.- and 8.beta.-hydroxy derivatives obtained according to the invention evidence narcotic antagonist and/or agonist activity and are also useful in the chemical and pharmacological standardization of various morphine and codeine derivatives and metabolites.

REFERENCES:
patent: 2774762 (1956-12-01), Baizer
Chatterjie et al., J. Med. Chem., 18(5) pp. 490-492, 5/75.
Herz et al., J. Chem. Soc., Perkin Trans I(22) pp. 2633-2634 (1973).
Rull, Bull. Soc. Chimique de France, 1962, pp. 1337-1340 (1962).
Makleit et al., Chemical Abstracts, v. 72, 121,745(s) (1970).
Cone, Chemical Abstracts, vol. 80, 10207p (1974).
Chatterjie et al., Durg Metab. Dispos., 1974, pp. 401-405.

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