Patent US2964544A successfully refreshed from Google Patents.
US2964544A
Expired / Lapsed
US
⏱️ 0.0 years remaining
15-hydroxy steroids of the pregnane series and process for the preparation thereof
Assignee: Syntex SA
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Filing: 1954-11-24
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Granted: 1960-12-13
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Expires: 1974-11-24
Abstract
No abstract record available.
Inventors
- 👤 Howard J Ringold
- 👤 Sondheimer Franz
- 👤 Rosenkranz George
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 16:03
CPC Classifications
C; C07; C07J; C07J5/00; C07J75/00
Claims Analysis
Total Claims: 2
Claim 1
Independent Claim
154 words
A METHOD FOR THE PREPARATION OF A COMPOUND SELECTED FROM THE GROUP CONSISTING OF $4-PREGNENE-15,21DIOL-3,20-DIONE AND 15,51-DIACETATE THEREOF WHICH COMPRISES ESTERIFYING $16-PREGNENE-3A-OL-20-ONE WITH FORMIC ACID TO FORM THE 3-FORMATE THEREOF, TREATING THE 3-FORMATE WITH ISOPROPENYL ACETATE TO FORM THE 3-FORMATE-20-ACETATE OF $16,20-PREGNADIENE-3A-20-DIOL, REACTING THE DIOL WITH N-IODOSUCCINIMIDE TO FORM THE 21 IODO DERIVATIVE OF THE 3-FORMATE OF $16-PREGNENE-3A-OL-20-ONE, REACTING THE 21 IODO DERIVATIVE WITH AN ALKALI METAL ACETATE TO FORM THE 3-FORMATE 21-ACETATE OF $16-PREGNENE-3A,21-DIOL-20-ONE, BROMINATING THIS LAST-MENTIONED COMPOUND TO FORM 15BROMO DERIVATIVE OF THE 3-FORMATE 21-ACETATE OF $16PREGNENE-3A,21-DIOL-20-ONE, TREATING THE 15-BROMO DERIVATIVE WITH AN ACETATE OF A MONOVALENT METAL TO FORM THE CORRESPONDING 15-ACETATE, CATALYTICALLY HYDROGENATING THE 15-ACETATE TO FORM THE 3-FORMATE 15,21-DIACETATE OF PREGNANE-3A,15,21-TRIOL-20-ONE, OXIDIZING THE LAST-MENTIONED COMPOUND WITH AN ALUMINUM ALKOXIDE IN THE PRESENCE OF A HYDROGEN ACCEPTOR TO FORM THE 15,21-DIACETATE OF PREGNANE-15,21-DIOL-3,20-DIONE, BROMINATING THIS LASTMENTIONED COMPOUND TO FORM THE CORRESPONDING 4-BROMO DERIVATIVE AND DEHYDROBROMINATING THE 4-BROMO DERIVATIVE. 14. $4-PREGNENE-15,21-DIOL-3,20-DIONE.
Claim 2
Independent Claim
154 words
A METHOD FOR THE PREPARATION OF A COMPOUND SELECTED FROM THE GROUP CONSISTING OF $4-PREGNENE-15,21DIOL-3,20-DIONE AND 15,51-DIACETATE THEREOF WHICH COMPRISES ESTERIFYING $16-PREGNENE-3A-OL-20-ONE WITH FORMIC ACID TO FORM THE 3-FORMATE THEREOF, TREATING THE 3-FORMATE WITH ISOPROPENYL ACETATE TO FORM THE 3-FORMATE-20-ACETATE OF $16,20-PREGNADIENE-3A-20-DIOL, REACTING THE DIOL WITH N-IODOSUCCINIMIDE TO FORM THE 21 IODO DERIVATIVE OF THE 3-FORMATE OF $16-PREGNENE-3A-OL-20-ONE, REACTING THE 21 IODO DERIVATIVE WITH AN ALKALI METAL ACETATE TO FORM THE 3-FORMATE 21-ACETATE OF $16-PREGNENE-3A,21-DIOL-20-ONE, BROMINATING THIS LAST-MENTIONED COMPOUND TO FORM 15BROMO DERIVATIVE OF THE 3-FORMATE 21-ACETATE OF $16PREGNENE-3A,21-DIOL-20-ONE, TREATING THE 15-BROMO DERIVATIVE WITH AN ACETATE OF A MONOVALENT METAL TO FORM THE CORRESPONDING 15-ACETATE, CATALYTICALLY HYDROGENATING THE 15-ACETATE TO FORM THE 3-FORMATE 15,21-DIACETATE OF PREGNANE-3A,15,21-TRIOL-20-ONE, OXIDIZING THE LAST-MENTIONED COMPOUND WITH AN ALUMINUM ALKOXIDE IN THE PRESENCE OF A HYDROGEN ACCEPTOR TO FORM THE 15,21-DIACETATE OF PREGNANE-15,21-DIOL-3,20-DIONE, BROMINATING THIS LASTMENTIONED COMPOUND TO FORM THE CORRESPONDING 4-BROMO DERIVATIVE AND DEHYDROBROMINATING THE 4-BROMO DERIVATIVE. 14. $4-PREGNENE-15,21-DIOL-3,20-DIONE.
References Cited (Backward Citations)
US2691014A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1963-12-13 | 1964-06-13 | 1964-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1967-12-13 | 1968-06-13 | 1968-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1971-12-13 | 1972-06-13 | 1972-12-13 | $7700.00 | Window Closed / Lapsed |