Patent US4183864A successfully refreshed from Google Patents.
US4183864A
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US
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Cobalt catalyzed steroid synthesis
Assignee: United States Department of Health and Human Services
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Filing: 1978-02-21
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Granted: 1980-01-15
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Expires: 1998-02-21
Abstract
Abstract Steroid compounds obtained by co-oligomerization of a side chain functionalized 1,5-hexadiyne with bis(trimethylsilyl)acetylene catalyzed by cyclopentadiene cobalt dicarbonyl, CpCO(CO) 2 , via intermediate benzocyclobutene formation followed by intramolecular cycloaddition to the sterospecific formation of the steroid nucleus. This constitutes a short steroid synthesis, five steps from commercially available acyclic precursor 1,5-hexadiyne and three steps from 2-methyl-cyclopent-2-enone.
Inventors
- 👤 K. Peter C. Vollhardt
- 👤 Raymond L. Funk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 07:08
CPC Classifications
C; C07; C07J; C07J51/00; C07C; C07C45/00; C07C45/51; C07C45/511; C07C49/00; C07C49/587; C07C49/647; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07J11/00
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
41 words
A method of synthesizing the steroid 4-ring system which comprises reacting ##STR4## and simultaneously utilizing ##STR5## and reacting ##STR6## to give ##STR7## which is then reacted with BTMSA/CpCo(CO) 2 to give ##STR8## which is treated with an acid to give ##STR9##
Claim 2
Independent Claim
41 words
A method of synthesizing the steroid 4-ring system which comprises reacting ##STR4## and simultaneously utilizing ##STR5## and reacting ##STR6## to give ##STR7## which is then reacted with BTMSA/CpCo(CO) 2 to give ##STR8## which is treated with an acid to give ##STR9##
Claim 3
Dependent Claim
11 words
The method of claim 1 wherein 7 is a racemic 2,3-bis(trimethylsilyl)-estra-1,3,5(10)-triene-17-one.
Claim 4
Dependent Claim
10 words
The method according to claim 1 wherein 8 is estra-1,3,5(10)-triene-17-one.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-01-14 | 1983-07-16 | 1984-01-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-14 | 1987-07-16 | 1988-01-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-14 | 1991-07-16 | 1992-01-15 | $7700.00 | Window Closed / Lapsed |