Total synthesis of galanthamine, analogues and derivatives thereof

USRE41366E1 · kind E1 · reissue

Assignee

• CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE · FR

Inventors

• Claude Thal · Sceaux, FR
• Catherine Guillou · Gif-sur-Yvette, FR
• Jean-Luc Beunard · Orsay, FR
• Emmanuel Gras · Rochefort, FR
• Pierre Potier · Paris, FR

Key dates

• Filing date: Jun 14, 2002
• Grant date: Jun 1, 2010
• Expiry date: Jun 14, 2022

Classification

• Technology area (CPC —): General

Abstract

The invention relates to a method for the synthesis of galanthamine, the derivatives and analogues thereof of formula (1) where R1=a hydrogen atom, R2=a hydroxy group, R1 and R2 together form ═O, R3, R4, and R5 independently=a hydrogen atom, a hydroxy group or a (C1-C2)alkoxy group, R6═H, (C1-C12)alkyl, (CH2)nNR7R8, or —(CH2)nN+R7R8R9 where n=1 to 12, Z=two hydrogen atoms, or an oxygen atom and X=an oxygen, sulphur or nitrogen atom, or a —SO, —SO2, or —NR6 group where R6 is as defined above or is an amine protecting group.