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US3867460A
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Reagents for the stereoselective generation of the chiral sidechain carbinol unit (C-15) in prostaglandin synthesis
Assignee: Individual
•
Filing: 1973-01-17
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Granted: 1975-02-18
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Expires: 1993-01-17
Abstract
Abstract A process for reducing trans-1-(2-carboxymethyl-3-hydroxy-5acyloxycyclopentyl)-1-octen-3-one- gamma -lactone to the corresponding 3-ol which makes use of trihydrocarbylborohydride reagents, some of which are new, e.g. lithium 2-thexyl-8-methyl2-borabicyclo(3,3,1)nonylhydride. A new process for producing this and other lithium thexyl-dihydrocarbylborohydrides which comprises contacting a thexyl-dihydrocarbylborane with an organolithium compound having a Beta -hydrogen atom.
Inventors
- 👤 Elias James Corey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 22:35
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/93; C07D307/935; C07F; C07F5/00; C07F5/02; C07F5/027
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
3 words
LITHIUM 2-THEXYL-8-METHYL-2-BORABICYCLO (3,3,1)NONYLHYDRIDE.
Claim 2
Dependent Claim
3 words
LITHIUM 2-THEXYL-8-METHYL-2-BORABICYCLO (3,3,1)NONYLHYDRIDE.
Claim 3
Dependent Claim
5 words
A borohydride of the formula
Claim 4
Dependent Claim
5 words
A borohydride of the formula
Claim 5
Dependent Claim
9 words
The borohydride of claim 2 wherein R is thexyl.
Claim 6
Dependent Claim
19 words
The process for preparing a lithium thexyl dihydrocarbyl borohydride selected from the group consisting of those of the formulae:
Claim 7
Dependent Claim
19 words
The process for preparing a lithium thexyl dihydrocarbyl borohydride selected from the group consisting of those of the formulae:
Claim 8
Dependent Claim
14 words
The process of claim 4 wherein said contacting is conducted at about 0* C.
Claim 9
Dependent Claim
11 words
The process of claim 4 wherein said t-alkyl-lithium compound is t-butyllithium.
Claim 10
Dependent Claim
10 words
The process of claim 4 wherein said borane is 2-thexyl-8-methyl-2-borabicyclo(3,3,1)nonane.
Claim 11
Dependent Claim
10 words
The process of claim 4 wherein said borane is 9-thexyl-9-borabicyclo(3,3,1)nonane.
References Cited (Backward Citations)
US3007970A
Cited
US3055944A
Cited
US3055943A
Cited
US3055945A
Cited
US3163679A
Cited
US3383399A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-02-17 | 1978-08-19 | 1979-02-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-02-17 | 1982-08-19 | 1983-02-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-02-17 | 1986-08-19 | 1987-02-18 | $7700.00 | Window Closed / Lapsed |