US4201869A
Expired / Lapsed
US
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Intermediates for steroid total synthesis process utilizing asymmetric induction
Assignee: Hoffmann La Roche Inc
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Filing: 1978-02-21
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Granted: 1980-05-06
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Expires: 1998-02-21
Abstract
Abstract A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly A-ring aromatic steroids. This process features an early optical resolution and a unique asymmetric induction which insures the correct stereochemistry of the final steroidal product.
Inventors
- 👤 Noal Cohen
- 👤 Gabriel Saucy
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 23:08
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/26; C07D307/30; C07D307/32; C07D307/33; C07C; C07C59/00; C07C59/40; C07C59/76; C07C59/90; C07C69/00; C07C69/007; C07C2602/00; C07C2602/02; C07C2602/04; C07C2602/08
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
63 words
A compound of the formula: ##STR22## where R 3 is a cycloalkyl group or a primary alkyl group of from 1 to 8 carbon atoms; R 6 is hydrogen or lower acyl derived from a lower aliphatic hydrocarbyl monocarboxylic acid; R 1 is a primary alkyl group of from 1 to 5 carbon atoms; Z is carbonyl and m is 1 or 2.
Claim 2
Dependent Claim
63 words
A compound of the formula: ##STR22## where R 3 is a cycloalkyl group or a primary alkyl group of from 1 to 8 carbon atoms; R 6 is hydrogen or lower acyl derived from a lower aliphatic hydrocarbyl monocarboxylic acid; R 1 is a primary alkyl group of from 1 to 5 carbon atoms; Z is carbonyl and m is 1 or 2.
Claim 3
Dependent Claim
20 words
The compound of claim 1 where R 1 and R 3 are methyl, m is 1 and Z is carbonyl.
Claim 4
Dependent Claim
8 words
The compound of claim 2 which is 3a,4,7,7a-tetrahydro-4-[2-(3-methoxyphenyl)-2-acetoxyethyl]-7aβ-methyl-1,5(6H)-indandione.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-05-06 | 1983-11-05 | 1984-05-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-05-06 | 1987-11-05 | 1988-05-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-05-06 | 1991-11-05 | 1992-05-06 | $7700.00 | Window Closed / Lapsed |