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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
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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

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