Process for the preparation of hexahydroisoquinolines from 1,2,3,4-tetrahydroisoquinolines
US8227611B2 · kind B2 · utility
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9Claims
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Key dates
| Filing date | Jun 10, 2009 |
| Grant date | Jul 24, 2012 |
| Priority date | — |
| Expiry date | Oct 4, 2030 |
Classification
- Technology area (CPC Y)Emerging Cross-Sectional Technologies
- CPC primaryY02P20/55
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention is directed to processes for the synthesis of morphinans. In particular, a process for the asymmetric reduction of an imine moiety in a 3,4-dihydroisoquinoline to produce a tetrahydroisoquinoline, followed by a Birch reduction to produce a hexahydroisoquinoline. In various embodiments, the 3,4-dihydroisoquinoline contains a phenol moiety protected with a labile protecting group. In other embodiments, the imine reduction reaction mixture contains silver tetrafluoroborate.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.