Invention Grant
US08212029B2 Method for the production of high-purity 4a, 5, 9, 10, 11, 12,-hexahydro-6H-benzofuro [3a, 3, 2-ef] [2] benzazepine, and the derivatives thereof
失效
制备高纯度4a,5,9,10,11,12-六氢-6H-苯并呋喃并[3a,3,2-ef] [2]苯并氮杂的方法及其衍生物
- Patent Title: Method for the production of high-purity 4a, 5, 9, 10, 11, 12,-hexahydro-6H-benzofuro [3a, 3, 2-ef] [2] benzazepine, and the derivatives thereof
- Patent Title (中): 制备高纯度4a,5,9,10,11,12-六氢-6H-苯并呋喃并[3a,3,2-ef] [2]苯并氮杂的方法及其衍生物
-
Application No.: US12522323Application Date: 2008-02-14
-
Publication No.: US08212029B2Publication Date: 2012-07-03
- Inventor: Stefan Welzig , Anton Gerdenitsch , Jan Rothenburger , Susanne Kolar , Alexandra Scherleithner
- Applicant: Stefan Welzig , Anton Gerdenitsch , Jan Rothenburger , Susanne Kolar , Alexandra Scherleithner
- Applicant Address: AT Vienna
- Assignee: Sanochemia Pharmazeutika AG
- Current Assignee: Sanochemia Pharmazeutika AG
- Current Assignee Address: AT Vienna
- Agency: Young & Thompson
- Priority: ATA280/2007 20070222
- International Application: PCT/AT2008/000050 WO 20080214
- International Announcement: WO2008/101266 WO 20080828
- Main IPC: A61P25/28
- IPC: A61P25/28 ; A61K31/55 ; C07D491/10
![Method for the production of high-purity 4a, 5, 9, 10, 11, 12,-hexahydro-6H-benzofuro [3a, 3, 2-ef] [2] benzazepine, and the derivatives thereof](/abs-image/US/2012/07/03/US08212029B2/abs.jpg.150x150.jpg)
Abstract:
A process for the production of extremely pure galanthamine and galanthamine derivatives is provided. Racemic bromine narwedine is debrominated under palladium catalysis. The reaction mixture is then worked-up in the presence of oxygen or peroxides so that the palladium catalyst is converted into an insoluble form that can be easily separated. Further reaction is carried out by reduction of enantiomerically pure narwedine to form enantiomerically pure galanthamine, which is then alkylated or dealkylated, so that a corresponding substitution on the ring-nitrogen atom is achieved. By further purification, such as recrystallization, residual portions of palladium of below 5 ppm are achieved. The pure galanthamine can then be directly used as a pharmaceutical raw material.
Public/Granted literature
Information query