JPS55111462A - Novel vitamin d3 derivative and its preparation - Google Patents
Novel vitamin d3 derivative and its preparationInfo
- Publication number
- JPS55111462A JPS55111462A JP1722079A JP1722079A JPS55111462A JP S55111462 A JPS55111462 A JP S55111462A JP 1722079 A JP1722079 A JP 1722079A JP 1722079 A JP1722079 A JP 1722079A JP S55111462 A JPS55111462 A JP S55111462A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- derivative
- compound
- vitamin
- hexane
- 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
- 150000003704 vitamin D3 derivatives Chemical class 0.000 title abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 6
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052786 argon Inorganic materials 0.000 abstract 2
- 239000011261 inert gas Substances 0.000 abstract 2
- PQKFUDVFSOEHDQ-KBBGFLFPSA-N (1s,3r,5z)-5-[(2e)-2-[(1r,3as,7ar)-1-[(2r)-5,5-difluoro-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCC(F)(F)C(C)(C)O)C)=C\C=C1\C[C@H](O)C[C@@H](O)C1=C PQKFUDVFSOEHDQ-KBBGFLFPSA-N 0.000 abstract 1
- 229930003316 Vitamin D Natural products 0.000 abstract 1
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products 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-XFEUOLMDSA-N 0.000 abstract 1
- 230000004071 biological effect Effects 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- UCTLRSWJYQTBFZ-DDPQNLDTSA-N cholesta-5,7-dien-3beta-ol Chemical class C1[C@@H](O)CC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@H](C)CCCC(C)C)CC[C@H]33)C)C3=CC=C21 UCTLRSWJYQTBFZ-DDPQNLDTSA-N 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- YUGCAAVRZWBXEQ-WHTXLNIXSA-N previtamin D3 Chemical class C=1([C@@H]2CC[C@@H]([C@]2(CCC=1)C)[C@H](C)CCCC(C)C)\C=C/C1=C(C)CC[C@H](O)C1 YUGCAAVRZWBXEQ-WHTXLNIXSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 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 1
- 239000011710 vitamin D Substances 0.000 abstract 1
- 235000019166 vitamin D Nutrition 0.000 abstract 1
- 150000003710 vitamin D derivatives Chemical class 0.000 abstract 1
- 229940046008 vitamin d Drugs 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
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
NEW MATERIAL:A compound of formula I.
EXAMPLE: 24,24-Difluoro-1α,25-dihydroxyvitamin D3.
USE: Useful medicines having a great biological activity like vitamin D.
PROCESS: A provitamin D3 derivative of formula II (R1, R2 and R3 are H or OH-protecting groups) is irradiated with ultraviolet light in a low-boiling solvent, e.g. hexane, at about room temperature, in the atmosphere of an inert gas, e.g. argon, to give a previtamin D3 derivative of formula III, which is isomerized thermally to form a vitamin D3 derivative of formula IV. The OH-protecting groups are eliminated from the resulting compound if necessary, in an inert solvent, e.g. hexane, in the atmosphere of an inert gas, e.g. argon. The novel compound of formula II can be obtained from a compound of formula V (X1 and X2 are H's or single bonds C-C).
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1722079A JPS55111462A (en) | 1979-02-19 | 1979-02-19 | Novel vitamin d3 derivative and its preparation |
| US06/119,390 US4284577A (en) | 1979-02-16 | 1980-02-07 | Novel vitamin D3 derivative and process for preparing the same |
| GB8004475A GB2044267B (en) | 1979-02-16 | 1980-02-11 | Vitamin d3 derivative and process for preparing the same |
| DE19803005736 DE3005736A1 (en) | 1979-02-16 | 1980-02-15 | VITAMIN D TIEF 3 DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICINAL PRODUCTS |
| FR8003353A FR2453151A1 (en) | 1979-02-16 | 1980-02-15 | VITAMIN D3 DERIVATIVES, THEIR PREPARATION PROCESS AND THEIR THERAPEUTIC APPLICATION |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1722079A JPS55111462A (en) | 1979-02-19 | 1979-02-19 | Novel vitamin d3 derivative and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55111462A true JPS55111462A (en) | 1980-08-28 |
| JPS6148501B2 JPS6148501B2 (en) | 1986-10-24 |
Family
ID=11937852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1722079A Granted JPS55111462A (en) | 1979-02-16 | 1979-02-19 | Novel vitamin d3 derivative and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55111462A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5852268A (en) * | 1981-08-28 | 1983-03-28 | エフ・ホフマン―ラ ロシユ アーゲー | Cholecalciferol |
-
1979
- 1979-02-19 JP JP1722079A patent/JPS55111462A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5852268A (en) * | 1981-08-28 | 1983-03-28 | エフ・ホフマン―ラ ロシユ アーゲー | Cholecalciferol |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6148501B2 (en) | 1986-10-24 |
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