Synthesis of 13-alkyl-gon-4-ones

Details Synthesis of 13-alkyl-gon-4-ones Synthesis of 13-alkyl-gon-4-ones

1964-08-11

1976-05-25

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602395, 26023955R, 26023955C, 26023957, 2603973, 2603975, 424243, 2605705C, 2605708R, 260590R, 260618D, 260618R, 2605705R, 260590C, C07J 7100

Patent

active

039593223

ABSTRACT:
The preparation of 13-methylgon-4-enes and novel 13-polycarbonalkylgon-4-enes by a new total synthesis is described. 13-Alkylgon-4-enes having progestational, anabolic and androgenic activities are prepared by forming a tetracylic gonane structure unsaturated in the 1,3,5(10),9(11) and 14-positions, selectively reducing in the B- and C-rings, and converting the aromatic A-ring compounds so-produced to gon-4-enes by Birch reduction and hydrolysis.

REFERENCES:
Applezweig - Steroid Drugs pp. 566- 569 (1962).
Djerassi - Steroid Reactions p. 276 (1963).

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