Preparation of norlabdane oxide
US5821375A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Aug 1, 1997 |
| Grant date | Oct 13, 1998 |
| Priority date | — |
| Expiry date | Aug 1, 2017 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D307/92
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The invention concerns a process for preparing (-)-norlabdane oxide from sclareol oxide comprising the steps of: PA1 I converting sclareol oxide to 12-acetylnorlabdane oxide by oxidation with an organic hydroperoxide; PA1 II converting 12-acetylnorlabdane oxide to 12-acetoxy-norlabdane oxide by oxidation with an organic peracid. Step I is preferably performed with tert-butyl hydroperoxide and step II with peracetic acid. Sclareol oxide may be prepared from sclareol by ozonolysis followed by treatment with alkaline hydrogen peroxide. 12-Acetoxy-norlabdane oxide is preferably converted to norlabdane oxide by reduction with NaBH.sub.4 in the presence of a transition metal salt.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.