US3741996A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1{60 -hydroxycholecalciferol
Assignee: Wisconsin Alumni Research Foundation
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Filing: 1971-12-02
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Granted: 1973-06-26
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Expires: 1991-12-02
Abstract
Abstract 1 Alpha -hydroxycholecalciferol and method for preparing the same. The compound is characterized by antirachitic and other vitamin D-like activity and finds application in situations where vitamin D is now being used.
Inventors
- 👤 Luca H De
- 👤 H Schnoes
- 👤 M Holick
- 👤 E Semmler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 18:36
CPC Classifications
A; A23; A23K; A23K20/00; A23K20/10; A23K20/174; A61; A61P; A61P3/00; A61P3/02
Claims Analysis
Total Claims: 1
Claim 1
Independent Claim
230 words
A method of preparing 1 Alpha -hydroxycholecalciferol which comprises: converting cholesterol into its 6-keto derivative forming a ketal from the said 6-keto derivative oxidizing the said ketal and converting the oxidized product through the 2-bromo derivative into the Delta 1 compound 6-ethylenedioxy-1-cholestan-3-one epoxidizing the said Delta 1 compound under basic conditions, reducing the epoxidized compound with lithium aluminum hydride and recovering as a mixture, 6-ethylenedioxy-cholestan-1 Alpha 3( Alpha , Beta )- diol removing the ketal function from the said diols to give the corresponding 6-keto compounds acetylating both hydroxyls in the said 6-keto compounds and separating the 3 Alpha and the 3 Beta isomer treating the 3 Beta isomer with sodium borohydride to reduce the keto function and recovering 5 Alpha -cholestan-1 Alpha ,3 Beta -diacetoxy-6-ol eliminating the hydroxyl group from the said alcohol via treatment with phosphorous oxychloride subjecting the resulting compound to allylic bromination followed by treatment with trimethyl phosphite and recovering 1 Alpha ,3 Beta -diacetoxy-cholestan-5,7-diene irradiating the said 5,7-diene with ultraviolet light and recovering 1 Alpha ,3 Beta -diacetoxy-previtamin D3 allowing the said previtamin to spontaneously convert to 1 Alpha ,3 Beta -diacetoxy vitamin D3 by standing in solution at room temperature and in the dark for a time sufficient to accomplish the said conversion and recovering the said vitamin D3 compound hydrolyzing the said vitamin D3 compound under basic conditions and recovering 1 Alpha -hydroxycholecalciferol
References Cited (Backward Citations)
US3565924A
Cited
US3702810A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-06-25 | 1976-12-25 | 1977-06-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-06-25 | 1980-12-25 | 1981-06-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-06-25 | 1984-12-25 | 1985-06-26 | $7700.00 | Window Closed / Lapsed |