Methods for preparation and use of 1.alpha.,24(S)-dihydroxy vitamin D.sub.2

US5786348A · kind A · utility

Assignee

• Bone Care International, LLC · US

Inventors

• Charles W. Bishop · Kamloops, CA
• Ronald L. Horst · Ames, US
• Glenville Jones · Kingston, CA
• Nicholas J. Koszewski · Lexington, US
• Joyce C. Knutson · Madison, US
• Robert M. Moriarty · Ballston Spa, US
• Timothy A. Reinhardt · Ames, US
• Raju Penmasta · Herndon, US
• Stephen A. Strugnell · Bay Harbor Islands, US
• Liang Guo · Chicago, US
• Sanjay K. Singhal · Morton Grove, US
• Lei Zhao · Addison, US

Key dates

• Filing date: Jun 7, 1995
• Grant date: Jul 28, 1998
• Expiry date: Jun 7, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J71/0042
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

1.alpha.,24(S)-Dihydroxy vitamin D.sub.2 which is useful as an active compound of pharmaceutical compositions for the treatment of disorders of calcium metabolism and for various skin disorders. The invention also includes preparation of synthetic 1.alpha.,24(S)-dihydroxy vitamin D.sub.2 starting from ergosterol which is converted in six steps to 24-hydroxyergosterol. 24-Hydroxyergosterol is irradiated and thermally converted to 24-hydroxy vitamin D.sub.2 which is converted in six steps to 1.alpha.,24(S)-dihydroxy vitamin D.sub.2. The syntheses also produced novel intermediates.