6,9-Oxido-9,10-secoestrane derivatives and method of synthesis

Details 6,9-Oxido-9,10-secoestrane derivatives and method of synthesis 6,9-Oxido-9,10-secoestrane derivatives and method of synthesis

1975-06-18

1976-06-22

Jiles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603405, 2603407, 2603409, C07D30779, C07D30780

Patent

active

039651240

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: 3417105 (1968-12-01), Hughes et al.

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