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US3867460A Expired / Lapsed US ⏱️ 0.0 years remaining

Reagents for the stereoselective generation of the chiral sidechain carbinol unit (C-15) in prostaglandin synthesis

Assignee: Individual
•
Filing: 1973-01-17
•
Granted: 1975-02-18
•
Expires: 1993-01-17
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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 08:54
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

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