JPS56147765A - Preparation of active vitamin d3 - Google Patents
Preparation of active vitamin d3Info
- Publication number
- JPS56147765A JPS56147765A JP5025880A JP5025880A JPS56147765A JP S56147765 A JPS56147765 A JP S56147765A JP 5025880 A JP5025880 A JP 5025880A JP 5025880 A JP5025880 A JP 5025880A JP S56147765 A JPS56147765 A JP S56147765A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- hydroxycholesta
- diene
- unreacted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 title 1
- 229940021056 vitamin d3 Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- PAKKXLLOIJSLLK-DXEOSGPYSA-N (6r)-6-[(9s,10r,13r,14r,17r)-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-1-ol Chemical compound C1CCC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@H](C)CCCC(CO)C)CC[C@H]33)C)C3=CC=C21 PAKKXLLOIJSLLK-DXEOSGPYSA-N 0.000 abstract 3
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000002503 metabolic effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 239000011369 resultant mixture Substances 0.000 abstract 1
- 150000003704 vitamin D3 derivatives Chemical class 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain the titled compound useful as a calcium metabolic adjustor, by isomerizing a hydroxycholesta-5,7-diene protected by a lower alkoxy group thermally under irradiation of ultraviolet light.
CONSTITUTION: A hydroxycholesta-5,7-diene of formula I (R1 and R2 are lower alkoxycarbonyl R3 and R4 are H or lower alkoxycarbonyloxy) is isomerized thermally under irradiation of ultraviolet light to give a mixture of an active vitamin D3 derivative of formula II in which the hydroxyl groups are protected with the unreacted hydroxycholesta-5, 7-diene of formula I. The unreacted compound of formula I and the compound of formula II are then separated from the resultant mixture, and the unreacted compound of formula I is circulated for reuse. The protecting groups in the compound of formula II are then removed to afford the titled compound of formula III (R3' and R4' are H or OH).
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55050258A JPS6034949B2 (en) | 1980-04-18 | 1980-04-18 | Production method of active vitamin D↓3 types |
| EP80303732A EP0028484B1 (en) | 1979-10-23 | 1980-10-22 | Process for the preparation of active-type vitamin d3 compounds and of the cholesta-5,7-diene precursors, and products so obtained |
| DK447380A DK160817C (en) | 1979-10-23 | 1980-10-22 | PROCEDURE FOR THE PREPARATION OF VITAMIN D3 COMPOUNDS |
| DE8080303732T DE3070985D1 (en) | 1979-10-23 | 1980-10-22 | Process for the preparation of active-type vitamin d3 compounds and of the cholesta-5,7-diene precursors, and products so obtained |
| CA000362937A CA1160217A (en) | 1979-10-23 | 1980-10-22 | Process for the preparation of active-type vitamin d.sub.3 compounds |
| US06/371,870 US4388243A (en) | 1979-10-23 | 1982-04-26 | Process for the preparation of active-type vitamin D3 compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55050258A JPS6034949B2 (en) | 1980-04-18 | 1980-04-18 | Production method of active vitamin D↓3 types |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56147765A true JPS56147765A (en) | 1981-11-16 |
| JPS6034949B2 JPS6034949B2 (en) | 1985-08-12 |
Family
ID=12853948
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55050258A Expired JPS6034949B2 (en) | 1979-10-23 | 1980-04-18 | Production method of active vitamin D↓3 types |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6034949B2 (en) |
-
1980
- 1980-04-18 JP JP55050258A patent/JPS6034949B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6034949B2 (en) | 1985-08-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS56147765A (en) | Preparation of active vitamin d3 | |
| JPS5441856A (en) | 1 hydroxyy244oxoovitamin d3 and its preparation | |
| JPS56145946A (en) | Stabilized polyurethane composition | |
| JPS5622763A (en) | 25-hydroxy-24-oxovitamin d3, or its hydroxyl-protecting derivative and its preparation | |
| JPS5740414A (en) | Novel active type vitamin d3 derivative composition | |
| JPS5626847A (en) | Preparation of substituted salicylic acid derivative | |
| JPS5692267A (en) | Preparation of active vitamin d3 | |
| JPS5692266A (en) | Preparation of active vitamin d3 | |
| JPS56138189A (en) | 4-piperidone ketal derivative | |
| JPS55108898A (en) | 25-hydroxy-24-oxocholesterol derivative and its preparation | |
| JPS55111461A (en) | 24,25,26-trihydroxyvitamin d3 or its derivative having protected hydroxyl group and its preparation | |
| JPS56122348A (en) | 25-hydroxy-26,26,26-trifluorovitamin d3, its oh-protected derivative, and its preparation | |
| JPS5283524A (en) | Novel dicarbonyl compounds | |
| JPS5414951A (en) | Preparation of vitamin d derivatives | |
| JPS5610173A (en) | Analgesic | |
| JPS5576858A (en) | 24-fluoro-25-hydroxyvitamin d3 or its oh-protected derivative, and their preparation | |
| JPS5740415A (en) | Novel active type vitamin d3 derivative composition | |
| JPS56122349A (en) | 25-hydroxy-26,26,26-trifluoro-27-norvitamin d3, its hydroxylprotected derivative, and their preparation | |
| JPS5772913A (en) | Remedy for cardiac infraction | |
| JPS5432487A (en) | Preparation of 1-carbamoyluracils | |
| JPS5368777A (en) | Preparation of phenyathridine | |
| JPS52111923A (en) | Production of quinozolone derivative | |
| JPS53101308A (en) | Derivative of 5,6-dihydro-2h-pyran and its preparation | |
| JPS5661351A (en) | 1alpha,25-dihydroxy-24-oxocholecalciferols and their preparation | |
| JPS574936A (en) | 2-n-amyl-3-hydroxy-3-methyl-4-cyclopentenone and its preparation |