Process for preparing 8,12-epoxy-13,14,15,16-tetranorlabdane
US4503240A · kind A · utility
10Cited by
1References
8Claims
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Assignee
Inventors
Key dates
| Filing date | Jul 28, 1983 |
| Grant date | Mar 5, 1985 |
| Priority date | — |
| Expiry date | Jul 28, 2003 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C2603/10
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Process for the preparation of 8,12-epoxy-13,14,15,16-tetranorlabdane by way of converting farnesyl bromide to farnesyl cyanide, followed by the saponification of the farnesyl cyanide to homofarnesic acid which is then cyclized to norambreinolide in the presence of titanium tetrachloride, converting the norambreinolide with LiAlH.sub.4 to 8-hydroxy-13,14,15,16-tetranorlabdane-12-ol, and cyclization of the diol in the presence of POCl.sub.3 to 8,12-epoxy-13,14,15,16-tetranorlabdane. The resulting product exhibits an amber scent, used in perfumery.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.