JPS6222996B2 - - Google Patents
Info
- Publication number
- JPS6222996B2 JPS6222996B2 JP10536782A JP10536782A JPS6222996B2 JP S6222996 B2 JPS6222996 B2 JP S6222996B2 JP 10536782 A JP10536782 A JP 10536782A JP 10536782 A JP10536782 A JP 10536782A JP S6222996 B2 JPS6222996 B2 JP S6222996B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- diester
- dione
- ethylenedioxy
- difluoro
- 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.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 150000004965 peroxy acids Chemical class 0.000 claims 2
- 208000005156 Dehydration Diseases 0.000 claims 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- 238000007269 dehydrobromination reaction Methods 0.000 claims 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- -1 sulfate ester Chemical class 0.000 claims 1
Landscapes
- Steroid Compounds (AREA)
Description
【発明の詳細な説明】
本発明は、２−ブロム−６β・９α−ジフルオ
ル−11β・17α・21−トリヒドロキシ−１・４−
プレグナジエン−３・20−ジオン−17・21−ジエ
ステル類の新規な製造方法に関するものである。Detailed Description of the Invention The present invention provides 2-bromo-6β,9α-difluoro-11β,17α,21-trihydroxy-1,4-
The present invention relates to a novel method for producing pregnadiene-3,20-dione-17,21-diesters.
本発明により製造される２−ブロム−６β・９
α−ジフルオル−11β・17α・21−トリヒドロキ
シ−１・４−プレグナジエン−３・20−ジオン−
17・21−ジエステル（以下化合物 2-bromo-6β・9 produced by the present invention
α-difluoro-11β・17α・21-trihydroxy-1,4-pregnadiene-3・20-dione-
17・21-diester (hereinafter compound)
Claims (1)
キシ基、硫酸エステルもしくは燐酸エステル残基
を意味する。） で表わされる２−ブロモ−６β・９α−ジフルオ
ロ−11β・17α・21−トリヒドロキシ−１・４−
プレグナジエン−３・20−ジオン−17・21−ジエ
ステル（化合物）の製造方法であつて、 (1) 一般式 （式中、OR1およびOR2は前記の意味である。） で表わされる17α・21−ジヒドロキシ−９α−
フルオロ−４−プレグネン−３・11・20−トリ
オン−17・21−ジエステル（化合物）をケタ
ール化することによつて、17α・21−ジヒドロ
キシ−３・３−エチレンジオキシ−９α−フル
オル−５−プレグネン−11・20−ジオン−17・
21−ジエステル（化合物）とし、 (2) 該化合物を還元することによつて、３・３
−エチレンジオキシ−９α−フルオル−11β・
17α・21−トリヒドロキシ−５−プレグネン−
20−オン−17・21−ジエステル（化合物）と
し、次いで該化合物を過酸で処理することに
よつて、５α・６α−エポキシ−３・３−エチ
レンジオキシ−９α−フルオル−11β・17α・
21−トリヒドロキシプレグナ−20−オン−17・
〓〓〓〓〓
21−ジエステル（化合物）とするか、または
逆に、化合物を先に過酸で処理することによ
つて、17α・21−ジヒドロキシ−５α・６α−
エポキシ−３・３−エチレンジオキシ−９α−
フルオルプレグナ−11・20−ジオン−17・21−
ジエステル（化合物）とし、次いで該化合物
を還元することによつて化合物とし、 (3) 該化合物を弗化水素で処理することによつ
て６β・９α−ジフルオル−５α・11β・17
α・21−テトラヒドロキシプレグナ−３・20−
ジオン−17・21−ジエステル（化合物）と
し、 (4) 該化合物を臭素化することによつて２・２
−ジブロム−６β・９α−ジフルオル−５α・
11β・17α・21−テトラヒドロキシプレグナ−
３・20−ジオン−17・21−ジエステル（化合物
）とし、 (5) 次いで該化合物より脱臭化水素および脱水
処理を行つて、前記化合物を製造する、ステ
ロイド化合物の製造方法。[Claims] 1. General formula (In the formula, OR 1 and RO 2 mean the same or different acyloxy group, sulfate ester or phosphate ester residue.) 2-bromo-6β・9α-difluoro-11β・17α・21-trihydroxy represented by -1・4-
A method for producing pregnadiene-3,20-dione-17,21-diester (compound), comprising: (1) General formula (In the formula, OR 1 and OR 2 have the above meanings.) 17α・21-dihydroxy-9α-
By ketalizing fluoro-4-pregnene-3,11,20-trione-17,21-diester (compound), 17α,21-dihydroxy-3,3-ethylenedioxy-9α-fluor-5 -Pregnene-11・20-Dione-17・
21-diester (compound), (2) By reducing the compound, 3.3
-ethylenedioxy-9α-fluoro-11β・
17α・21-trihydroxy-5-pregnene-
5α,6α-epoxy-3,3-ethylenedioxy-9α-fluoro-11β,17α, by preparing 20-one-17,21-diester (compound) and then treating the compound with peracid.
21-trihydroxypregna-20-one-17.
〓〓〓〓〓
21-diester (compound) or, conversely, by first treating the compound with peracid, 17α·21-dihydroxy-5α·6α-
Epoxy-3,3-ethylenedioxy-9α-
Fluoropregnar-11/20-Dione-17/21-
diester (compound), and then reduce the compound to obtain a compound; (3) treat the compound with hydrogen fluoride to obtain 6β·9α-difluoro-5α·11β·17;
α・21-tetrahydroxypregna-3・20−
Dione-17・21-diester (compound), (4) By brominating the compound, 2・2
-dibrome-6β・9α-difluoro-5α・
11β・17α・21-tetrahydroxypregna
3.20-dione-17.21-diester (compound); (5) The compound is then subjected to dehydrobromination and dehydration treatment to produce the compound.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10536782A JPS58222100A (en) | 1982-06-21 | 1982-06-21 | Preparation of steroid compound |
| EP83105883A EP0097328B1 (en) | 1982-06-21 | 1983-06-15 | Process for preparation of steroids |
| DE8383105883T DE3373189D1 (en) | 1982-06-21 | 1983-06-15 | Process for preparation of steroids |
| US06/505,292 US4525303A (en) | 1982-06-21 | 1983-06-17 | Process for preparation of steroids |
| ES523430A ES523430A0 (en) | 1982-06-21 | 1983-06-20 | A PROCEDURE FOR PREPARING A 2-BROMO-6B, 9X-DIFLUORO-11N3, 17X, 21-TRIHIDROXI-1, 4-PREGNADIEN-3, 20-DIONA-17, 21 DIESTER |
| ES538191A ES538191A0 (en) | 1982-06-21 | 1984-11-30 | A PROCEDURE FOR PREPARING A 2-BRMO-6 B, 9A-DIFLUORO-11B, 17A, 21-TRIHIDROXI-1, 4-PREGNADIEN-3, 20-DIONA-17, 21-DIESTER |
| ES538192A ES8507572A1 (en) | 1982-06-21 | 1984-11-30 | Process for preparation of steroids. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10536782A JPS58222100A (en) | 1982-06-21 | 1982-06-21 | Preparation of steroid compound |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22707782A Division JPS58225099A (en) | 1982-06-21 | 1982-12-27 | Steroid compound and its preparation |
| JP22707682A Division JPS58225100A (en) | 1982-06-21 | 1982-12-27 | Steroid compound and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58222100A JPS58222100A (en) | 1983-12-23 |
| JPS6222996B2 true JPS6222996B2 (en) | 1987-05-20 |
Family
ID=14405740
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10536782A Granted JPS58222100A (en) | 1982-06-21 | 1982-06-21 | Preparation of steroid compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58222100A (en) |
-
1982
- 1982-06-21 JP JP10536782A patent/JPS58222100A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58222100A (en) | 1983-12-23 |
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