Process for the preparation of bicycloalkane derivatives

US4017545A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Gerhard Sauer · Berlin, DE
• Hans Lorenz · Darmstadt, DE
• Ulrich Eder · Berlin, DE
• Gregor Haffer · Berlin, DE
• Jurgen Ruppert
• Rudolf Wiechert · Berlin, DE

Key dates

• Filing date: Jun 20, 1974
• Grant date: Apr 12, 1977
• Expiry date: Jun 20, 1994

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C317/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Bicycloalkanes useful as intermediates in the total synthesis of steroids of the formula ##STR1## WHEREIN N IS THE INTEGER 1 OR 2; R.sub.1 is lower-alkyl; X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene; and Y is --SO.sub.2 --R.sub.2 or --C(Z)(R.sub.3)--R.sub.4 wherein R.sub.2 is alkyl, aryl or aralkyl R.sub.3 is H or lower-alkyl, R.sub.4 is alkoxycarbonyl or acyl and Z is lower-alkoxycarbonyl, lower acyl, lower alkylsulfinyl or lower-alkylsulfonyl, are produced by the steps of hydrogenating a compound of the formula ##STR2## AND CONDENSING THE THUS-PRODUCED RING SATURATED COMPOUND WITH A SALT OF THE FORMULA C(Z)(R.sub.3)R.sub.4 .sup.-Me.sup.+ wherein n, X, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Z have the values given above.