JPS54112848A - Preparation of 3beta-hydroxy-24-oxo-5alpha-cholestane-5-ene - Google Patents
Preparation of 3beta-hydroxy-24-oxo-5alpha-cholestane-5-eneInfo
- Publication number
- JPS54112848A JPS54112848A JP13986977A JP13986977A JPS54112848A JP S54112848 A JPS54112848 A JP S54112848A JP 13986977 A JP13986977 A JP 13986977A JP 13986977 A JP13986977 A JP 13986977A JP S54112848 A JPS54112848 A JP S54112848A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- cholestane
- oxo
- 5alpha
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- -1 halogenated sulfonyl compound Chemical class 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- HOPRXXXSABQWAV-UHFFFAOYSA-N anhydrous collidine Natural products CC1=CC=NC(C)=C1C HOPRXXXSABQWAV-UHFFFAOYSA-N 0.000 abstract 1
- UTBIMNXEDGNJFE-UHFFFAOYSA-N collidine Natural products CC1=CC=C(C)C(C)=N1 UTBIMNXEDGNJFE-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 abstract 1
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical class 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 abstract 1
Landscapes
- Steroid Compounds (AREA)
Abstract
PURPOSE: To obtain the title compound useful as an intermediate for preparing active vitamin D3 analogs simply in high yield at low cost, by reacting 3α, 6α- dihydroxy-24-oxo-5β-cholestane with a halogenated sulfonyl compound.
CONSTITUTION: 3α, 6α-Dihydroxy-24-oxo-5β-cholestane of formula I is reacted with a halogenated sulfonyl compound of the formula R-SO2-X (R is lower alkyl or group of formula II; X is halogen) in a basic organic compound, e.g. pyridine or s- collidine, at 5W30°C to give a compound of formula III, which is reacted with a metal acetate, e.g. an alkali metal, such as sodium or potassium, salt of acetic acid, in a polar solvent, e.g. acetic acid, and, if necessary, hydrolyzed to form the compound of formula IV: (R1 is H or acetyl group).
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13986977A JPS54112848A (en) | 1977-11-24 | 1977-11-24 | Preparation of 3beta-hydroxy-24-oxo-5alpha-cholestane-5-ene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13986977A JPS54112848A (en) | 1977-11-24 | 1977-11-24 | Preparation of 3beta-hydroxy-24-oxo-5alpha-cholestane-5-ene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54112848A true JPS54112848A (en) | 1979-09-04 |
| JPS613360B2 JPS613360B2 (en) | 1986-01-31 |
Family
ID=15255440
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13986977A Granted JPS54112848A (en) | 1977-11-24 | 1977-11-24 | Preparation of 3beta-hydroxy-24-oxo-5alpha-cholestane-5-ene |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54112848A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01179861A (en) * | 1988-01-08 | 1989-07-17 | Rinnai Corp | Hot air space heater |
| JPH0342960U (en) * | 1989-08-31 | 1991-04-23 |
-
1977
- 1977-11-24 JP JP13986977A patent/JPS54112848A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS613360B2 (en) | 1986-01-31 |
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