Preparation of trans-fused 3,3a,8,12b-tetrahydro-2h-dibenzo[3,4:6,7]cyclohepta[1,2-b]furan derivatives

US6998494B2 · kind B2 · utility

Assignee

• Janssen Pharmaceutica NA · BE

Inventors

• Yolande Lydia Lang · Vosselaar, BE
• Bart Petrus Anna Maria Jozef Medaer · Lille, BE
• Georges Joseph Cornelius Hoornaert · Kessel-Lo, BE
• Thierry Brossette · Montpellier, FR
• Frans Josef Cornelius Compernolle · Leuven, BE
• Michel Joseph Maurice André Guillaume · Bilzen, BE
• Hua Mao · Leuven, BE
• Tomasz Kozlecki · Leuven, BE

Key dates

• Filing date: Dec 2, 2002
• Grant date: Feb 14, 2006
• Expiry date: Apr 25, 2023

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P25/30
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention concerns processes for the preparation of each of the 4 diastereomers of formula (I) in stereochemically pure form from either of two enantiomerically pure precursors. The tetracyclic ringsystem having trans-fused five and seven membered rings is formed in an acid-catalysed cyclization reaction. The invention further relates to the thus obtained cis-fused tetracyclic alcohol intermediates, the methanamine end-products, the methanamine end-products for use as a medicine, in particular as CNS active medicines.