Novel 23-keto-steroids

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540108, 552549, 552550, 552551, 552552, 552548, 552591, 552554, 552553, C07J 900

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active

049279211

ABSTRACT:
A compound of the formula ##STR1## wherein R.sub.1 is hydrogen or methyl, R.sub.2 is methyl or ethyl, and A,B,C and D rings optionally containing at least one double bond and optionally substituted with at least one member of the group consisting of optionally protected --OH, .dbd.O, alkyl and alkoxy of 1 to 4 carbon atoms, halogen and alkenyl and alkynyl of 2 to 4 carbon atoms, R is selected from the group consisting of halogen, --OH, alkylthio and alkoxy of 1 to 6 carbon atoms, aralkoxy, arylthio and aralkylthio of 7 to 15 carbon atoms and ##STR2## R.sub.3 and R.sub.4 are individually hydrogen, or alkyl of 1 to 6 carbon atoms or aralkyl of 7 to 15 carbon atoms or taken together with the nitrogen form a heterocycle optionally containing another nitrogen or oxygen atom, excepting the product in which R is methoxy, R.sub.1 and R.sub.2 each represent methyl, A ring carries a 3.beta.-acetoxy function and B ring contains a double bond in 5(6) useful as intermediates for the preparation of 20-keto-pregnanes.

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Ohtsuka et al., "Steroidal Inhibitors of Microbial Degradation of Sterol Side Chains", Chem. Pharm. Bull. 34(7), 2780-2785.
"Steroidal Inhibitors of Microbial Degradation of Sterol Side Chains", Ohtsuka et al., Chem. Abst. 107:134545 (1986).
"Synthesis of Cholesterol Analogs with a Carbene-Generated Substituent on the Side Chain", Terasawa et al., Chem. Abst. 105:209265 (1986).
"Synthesis of 23,23-Difluoro-25-Hydroxyvitamin D3", Taguchi et al., Chem. Abst. 102:149614 (1984).

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