Process for the preparation of 9,10-secoestrane derivatives

Details Process for the preparation of 9,10-secoestrane derivatives Process for the preparation of 9,10-secoestrane derivatives

1973-10-24

1976-08-24

Helfin, Bernard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260613R, 260611F, 260618H, 260618F, 2603462M, 260590FA, 260479R, 260469, 260514R, 2603405, 2603407, 260338, 260456R, 260586F, C07C 4320

Patent

active

039767019

ABSTRACT:
6,9-Oxido-9,10-seco-1,3,5(10),6,8,14-estrahexaenes, useful as intermediates in the total synthesis of steroids, of the formula ##SPC1##
Wherein n is 1 or 2, R.sub.1 is lower-alkyl, R.sub.2, R.sub. 3 and R.sub.4 are H, alkoxy or acyloxy, X is a free or ketalized keto or free, esterified or etherified hydroxymethylene, are produced by the cyclization, with an acid catalyst, of a 9,10-secoestrane of the formula ##SPC2##
Wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and n have the values given above, and Q is carbonyl or dialkoxymethylene. Hydrogenation produces the corresponding 6,9-oxido-9,10-seco-1,3,5(10)-estratrienes and 9-oxy-9,10-seco-1,3,5(10)-estratrienes.

REFERENCES:
patent: 3565958 (1971-02-01), Los
patent: 3658847 (1972-04-01), Fried
patent: 3714195 (1973-01-01), Marinus

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