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US 4,072,716 AGranted
Bicycloalkane derivatives
AssigneeSchering Corporation
InventorsGerhard Sauer, Helmut Hauser, Gregor Haffer, Juergen Ruppert, Ulrich Eder, Rudolf Wiechert
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AssigneeSchering Corporation
InventorsGerhard Sauer, Helmut Hauser, Gregor Haffer, Juergen Ruppert, Ulrich Eder, Rudolf Wiechert
Estimating the term…
Bicycloalkane derivatives of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, X is carbonyl or free or etherified hydroxymethylene, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is alkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is aliphatic acyl and Z is nitro, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH.sub.2 Y substituent with formaldehyde and a mercaptan or a sulfinic acid, followed if desired by oxidation and optional salt condensation.
A bicycloalkane of the formula ##STR12## wherein n is 1 or 2, R.sub.1 is alkyl of 1-4 carbon atoms, X is carbonyl, hydroxymethylene or alkoxymethylene of 1-10 carbon atoms in the alkyl group, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR13## wherein m is 1 or 2, R.sub.2 is alkyl of 1-12 carbon atoms, R.sub.3 is hydrogen or alkyl of 1-4 carbon atoms, R.sub.4 is aliphatic acyl of 2-16 carbon atoms, and Z is nitro, alkanoyl of 2-4 carbon atoms, alkylsulfinyl of 1-4 carbon atoms or alkylsulfonyl of 1-4 carbon atoms.
Dependencies are inferred from the claim text.