Simplified process for the degradation of steroid-C-22-carboxylic acids

US4432905A · kind A · utility

Assignee

• Henkel Kommanditgesellschaft auf Aktien · DE

Inventors

• Michael Bahn · Hilden, DE
• Wolfgang Preuss · Monheim, DE
• Rolf Schmid · Gelterkinden, CH
• Rudiger Wagner · Monheim, DE

Key dates

• Filing date: Jun 24, 1982
• Grant date: Feb 21, 1984
• Expiry date: Jun 24, 2002

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J41/0088
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The degradation of steroid-C22-carboxylic acids to the C20-carbonyl steroids is carried out in simplified form and preferably without isolating intermediate reaction products by using 17(20)-steroid-22-carboxylic acids as starting material and directly transforming them into the 20-carbonyl compound through their respective acid halides by the Curtius degradation or by carboxy-inversion degradation. The acetyl substituent thus formed in C17 of the steroid compounds is present in the pharmacologically required configuration.