CH626336A5 - Process for the preparation of cholecalciferol derivatives - Google Patents
Process for the preparation of cholecalciferol derivatives Download PDFInfo
- Publication number
- CH626336A5 CH626336A5 CH149077A CH149077A CH626336A5 CH 626336 A5 CH626336 A5 CH 626336A5 CH 149077 A CH149077 A CH 149077A CH 149077 A CH149077 A CH 149077A CH 626336 A5 CH626336 A5 CH 626336A5
- Authority
- CH
- Switzerland
- Prior art keywords
- methanol
- term
- examples
- acid
- formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 5
- 150000003704 vitamin D3 derivatives Chemical class 0.000 title claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- -1 formyloxy, acetoxy, Butyryloxy Chemical group 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims 1
- GMRQFYUYWCNGIN-NKMMMXOESA-N calcitriol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-NKMMMXOESA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 229960004592 isopropanol Drugs 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 230000005588 protonation Effects 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/24—All rings being cycloaliphatic the ring system containing nine carbon atoms, e.g. perhydroindane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/664,848 US4026882A (en) | 1976-03-08 | 1976-03-08 | Syntheses of 3,24R,25- and 3,24S,25-trihydroxy-5,7-cholestadiene 24,25-ketals and alkanoyl derivatives thereof |
| US05/664,799 US4021423A (en) | 1976-03-08 | 1976-03-08 | Syntheses of 24R,25- and 24S,25-dihydroxycholecalciferol |
| US05/664,833 US4028349A (en) | 1976-03-08 | 1976-03-08 | Syntheses of 24R,25- and 24S,25-dihydroxycholesterol 24,25-ketals and alkanoyl derivatives thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH626336A5 true CH626336A5 (en) | 1981-11-13 |
Family
ID=27418118
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH149077A CH626336A5 (en) | 1976-03-08 | 1977-02-08 | Process for the preparation of cholecalciferol derivatives |
| CH202181A CH627764A5 (en) | 1976-03-08 | 1981-03-25 | Process for the preparation of cholestadiene derivatives |
| CH202281A CH627192A5 (en) | 1976-03-08 | 1981-03-25 | Process for preparing novel cholesterol derivatives |
| CH202081A CH627159A5 (en) | 1976-03-08 | 1981-03-25 | Process for the preparation of novel cholesterol derivatives |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH202181A CH627764A5 (en) | 1976-03-08 | 1981-03-25 | Process for the preparation of cholestadiene derivatives |
| CH202281A CH627192A5 (en) | 1976-03-08 | 1981-03-25 | Process for preparing novel cholesterol derivatives |
| CH202081A CH627159A5 (en) | 1976-03-08 | 1981-03-25 | Process for the preparation of novel cholesterol derivatives |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS52108960A (enExample) |
| CH (4) | CH626336A5 (enExample) |
| DE (1) | DE2710062A1 (enExample) |
| FR (1) | FR2343727A1 (enExample) |
| GB (1) | GB1572952A (enExample) |
| IT (1) | IT1078064B (enExample) |
| NL (1) | NL7702484A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5735599A (en) * | 1980-08-05 | 1982-02-26 | Chugai Pharmaceut Co Ltd | 24,25-dihydroxycholestane and its preparation |
| ATE15050T1 (de) * | 1981-04-29 | 1985-09-15 | Hoffmann La Roche | Verfahren zur herstellung von cholesterinderivaten und zwischenprodukte dafuer. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1178427B (de) * | 1961-01-26 | 1964-09-24 | Olin Mathieson | Verfahren zur Herstellung von 16ª‡, 17ª‡-Dihydroxysteroiden der Pregnanreihe |
| US3715374A (en) * | 1972-05-05 | 1973-02-06 | Wisconsin Alumni Res Found | 24,25-dihydroxycholecalciferol |
| US3901928A (en) * | 1973-01-10 | 1975-08-26 | Robert Henry Hesse | 1' ,3' -dihydroxy steroid-5-enes method of preparing same and their use for preparing 1' -hydroxy-25-hydrogen vitamin d compounds |
| JPS51128417A (en) * | 1975-04-28 | 1976-11-09 | Teijin Ltd | A method for stabilizing active vitamin d3 derivatives |
-
1977
- 1977-02-08 CH CH149077A patent/CH626336A5/de not_active IP Right Cessation
- 1977-02-28 IT IT20765/77A patent/IT1078064B/it active
- 1977-03-04 JP JP2291477A patent/JPS52108960A/ja active Pending
- 1977-03-04 FR FR7706407A patent/FR2343727A1/fr active Granted
- 1977-03-07 GB GB9480/77A patent/GB1572952A/en not_active Expired
- 1977-03-08 NL NL7702484A patent/NL7702484A/xx not_active Application Discontinuation
- 1977-03-08 DE DE19772710062 patent/DE2710062A1/de not_active Ceased
-
1981
- 1981-03-25 CH CH202181A patent/CH627764A5/de not_active IP Right Cessation
- 1981-03-25 CH CH202281A patent/CH627192A5/de not_active IP Right Cessation
- 1981-03-25 CH CH202081A patent/CH627159A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2710062A1 (de) | 1977-09-15 |
| CH627764A5 (en) | 1982-01-29 |
| FR2343727A1 (fr) | 1977-10-07 |
| GB1572952A (en) | 1980-08-06 |
| IT1078064B (it) | 1985-05-08 |
| FR2343727B1 (enExample) | 1984-01-13 |
| NL7702484A (nl) | 1977-09-12 |
| JPS52108960A (en) | 1977-09-12 |
| CH627159A5 (en) | 1981-12-31 |
| CH627192A5 (en) | 1981-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |