Novel bicycloalkane derivatives and the production thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560256, C07C 69145, C07C 6924

Patent

active

042029910

ABSTRACT:
Bicycloalkane derivatives of the formula ##STR1## wherein n is 1 or 2, R.sub.1 is lower alkyl, Acyl is alkanoyl, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is alkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is acyl or phenyl optionally substituted with lower alkoxy, benzyloxy or alkanoyloxy; and Z is nitro, lower alkoxycarbonyl, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH.sub.2 Y substituent with formaldehyde and a mercaptan or sulfinic acid, followed if desired by oxidation and optional salt condensation.

REFERENCES:
patent: 3644429 (1972-02-01), Hajos et al.
patent: 3825569 (1974-07-01), Hajos et al.
patent: 3925478 (1975-12-01), Hajos

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