GB970487A - Novel steroids compounds and processes for the preparation thereof - Google Patents
Novel steroids compounds and processes for the preparation thereofInfo
- Publication number
- GB970487A GB970487A GB109863A GB109863A GB970487A GB 970487 A GB970487 A GB 970487A GB 109863 A GB109863 A GB 109863A GB 109863 A GB109863 A GB 109863A GB 970487 A GB970487 A GB 970487A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pregnane
- methyl
- acyloxy
- compound
- processes
- 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
- 238000000034 method Methods 0.000 title abstract 2
- -1 steroids compounds Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 230000026030 halogenation Effects 0.000 abstract 2
- 238000005658 halogenation reaction Methods 0.000 abstract 2
- XMXYYMGLZNWCIW-DQXQHBAKSA-N (3R,5R,8S,9S,10S,13S,14S,16R,17S)-17-acetyl-3-hydroxy-10,13,16-trimethyl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one Chemical compound O[C@H]1C[C@H]2CC[C@H]3[C@@H]4C[C@H]([C@H](C(C)=O)[C@]4(CC([C@@H]3[C@]2(CC1)C)=O)C)C XMXYYMGLZNWCIW-DQXQHBAKSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000001110 calcium chloride Substances 0.000 abstract 1
- 229910001628 calcium chloride Inorganic materials 0.000 abstract 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000292 calcium oxide Substances 0.000 abstract 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
The invention comprises steroid compounds having the formulae <FORM:0970487/C1/1> wherein X and Y may both be iodine atoms or in which X is a halogen atom and Y is a hydrogen atom and R is an acyl radical derived from an organic acid and processes for the preparation thereof by subjecting 3a -hydroxy-16a -methyl-5b -pregnane-11, 20-dione to selective halogenation to obtain the corresponding 21-halogeno derivative, reacting this compound with an acyloxylating agent to yield a 3a -hydroxy-16a -methyl-21-acyloxy-5b -pregnane-11, 20-dione, oxidizing this compound to obtain a 16a -methyl-21-acyloxy-5b -pregnane-3, 11, 20-trione and dibrominating this compound to produce the corresponding 2a , 4b -dibromo-16a -methyl-21-acyloxy-5b -pregnane - 3, 11, 20-trione. Selective halogenation may be effected with bromine in methanolic solution in the presence of enolising agent or with iodine in the presence of calcium oxide and calcium chloride. Specifications 970,481 and 970,482 are referred to.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR827205A FR1363860A (en) | 1960-05-14 | 1960-05-14 | New corticosteroids and their preparation process |
| FR827304A FR83203E (en) | 1960-05-16 | 1960-05-16 | New corticosteroids and their preparation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB970487A true GB970487A (en) | 1964-09-23 |
Family
ID=26186033
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1731261A Expired GB970482A (en) | 1960-05-14 | 1961-05-11 | New 17-desoxy corticosteroids and processes for their preparation |
| GB109863A Expired GB970487A (en) | 1960-05-14 | 1961-05-11 | Novel steroids compounds and processes for the preparation thereof |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1731261A Expired GB970482A (en) | 1960-05-14 | 1961-05-11 | New 17-desoxy corticosteroids and processes for their preparation |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE603711A (en) |
| CH (1) | CH404661A (en) |
| GB (2) | GB970482A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101397322B (en) * | 2007-09-29 | 2011-05-04 | 天津药业研究院有限公司 | Preparation of desoximetasone |
-
1961
- 1961-05-11 GB GB1731261A patent/GB970482A/en not_active Expired
- 1961-05-11 GB GB109863A patent/GB970487A/en not_active Expired
- 1961-05-12 CH CH559261A patent/CH404661A/en unknown
- 1961-05-12 BE BE603711A patent/BE603711A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE603711A (en) | 1961-11-13 |
| GB970482A (en) | 1964-09-23 |
| CH404661A (en) | 1965-12-31 |
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