Process for the preparation of a .DELTA..sup.4 -3-keto steroid 1

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2603972, 2603974, C07J 1900, C07J 100

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039667146

ABSTRACT:
4-Androstene-3,17-dione and 1,4-androstadiene-3,17-dione are converted to 3-(17.beta.-hydroxy-4-androsten-3-on-17.alpha.-yl)-propionic acid lactone in three steps by reaction with propargyl alcohol in the presence of an alkali alcoholate of a tertiary alcohol, hydrogenating the thus-produced 17.alpha.-(3-hydroxy-propinyl)-17-.beta.-hydroxy compound with hydrogen in the presence of a complex metallic catalyst to produce 17.alpha.-(3-hydroxypropyl)-17.beta.-hydroxy-3-keto-androst-4-ene, which is oxidized with chromic acid to the desired lactone.

REFERENCES:
patent: 3325484 (1967-06-01), Deghenghi
patent: 3356677 (1967-12-01), Beard et al.
patent: 3455909 (1969-07-01), Foell et al.
patent: 3462426 (1969-08-01), Baran
patent: 3753979 (1973-08-01), Arth et al.

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