Document Type and Number:
Japanese Patent JPS5036450
Kind Code:
A
Abstract:
Pharmacologically valuable 3-keto-6-azido-4,6-bis-dehydro-steroids are prepared by treating a 3-keto-6 beta ,7-diacyloxy-4-dehydro-steroid, preferably a 3-keto-6 beta ,7 beta -diacyloxy-4-dehydrosteroid, wherein said acyloxy group is a good leaving group (e.g. hydrocarbonsulfonyloxy), with an azide salt in a nonreactive organic solvent. Novel intermediates for this process, i.e. novel 3-keto-6 beta ,7 beta -dihydroxy-4-dehydro-steroids and 6 beta ,7 beta -dihydrocarbonsulfonyloxy-esters thereof, are conveniently prepared by treating a 3-keto-4,6-bis-dehydro-steroid with osmium tetroxide followed by reductive cleavage of the 6 beta ,7 beta -osmate ester thereby formed, isolating and thence esterifying the resulting 3-keto-6 beta ,7 beta -dihydroxy-4-dehydro-steroid with a hydrocarbonsulfonyl halide in a tertiary amine.
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Application Number:
JP7219274A
Publication Date:
April 05, 1975
Filing Date:
June 24, 1974
Export Citation:
International Classes:
C07J1/00; C07J5/00; C07J7/00; C07J9/00; C07J21/00; C07J31/00; C07J41/00; C07J71/00; (IPC1-7): C07J1/00; C07J5/00; C07J41/00