Synthesis of pseudopterosin compounds
AssigneePresident and Fellows of Harvard College
InventorElias J. Corey
Life of this patent
Estimating the term…
Abstract
The present invention is directed to the synthetic processes outlined in Schemes 1, 2 and 3, to the novel intermediates recited therein, and to the uses of these compounds as synthetic precursors to the pseudopterosins. Other embodiments and aspects of the present invention include the novel synthetic procedures described herein. Scheme I is shown below: 1
Claims17
The synthetic process in which the compound of Formula 4 is converted to the compound of Formula 6 by treatment with methanesulfonic acid:
- 11
The synthetic process in which the compound of Formula 5 is converted to the compound of Formula 7 by treatment with methanesulfonic acid:
- 12
The compound of Formula 4:
- 13
The compound of Formula 5:
- 14
The compound of Formula 6:
- 15
The compound of Formula 7:
- 16
The synthetic process in which the compound of Formula 7 is converted to the compound of Formula 12 with tetrabutylammonium fluoride:
- 17
The synthetic process in which the compound of Formula 12 is converted to the compound of Formula 13 with iodomethane, potassium hydroxide and tetrabutylammonium bromide:
- 18
The synthetic process in which the compound of Formula 13 is converted to the compound of Formula 14 with lithium di-tert-butylbiphenylide:
- 19
The compound of Formula 12:
- 20
The compound of Formula 13:
- 21
The compound of Formula 14:
- 22
The synthetic process in which the compound of Formula 12 is converted to the compound of Formula 15 with boron tribromide:
- 23
The synthetic process in which the compound of Formula 15 is converted to the compound of Formula 16 with cesium fluoride:
- 24
The compound of Formula 15:
- 25
The synthetic process in which the compound of Formula 12 is converted to the compound of Formula 17 with p-dimethylaminopyridine and p-bromobenzoyl chloride:
- 26
The compound of Formula 17:
- 27
Dependencies are inferred from the claim text.