GB741014A - Steroid compounds - Google Patents
Steroid compoundsInfo
- Publication number
- GB741014A GB741014A GB19382/53A GB1938253A GB741014A GB 741014 A GB741014 A GB 741014A GB 19382/53 A GB19382/53 A GB 19382/53A GB 1938253 A GB1938253 A GB 1938253A GB 741014 A GB741014 A GB 741014A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trione
- hydroxy
- hydroxypregnane
- dione
- trihydroxypregnan
- 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
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 an 11a ,17a -dihydroxypregnane - 3,20 - dione and an 11a -acyloxy derivative thereof wherein the acyl radical contains up to eight carbon atoms, and the preparation thereof by contacting a saturated secondary hydroxy-steroid containing no primary hydroxy group with an organic hypochlorite, e.g. t-butyl hypochlorite, under substantially anhydrous conditions to convert the secondary hydroxy group to a keto group. The reaction may be effected in the presence of an organic solvent, e.g. t-butyl alcohol, t-amyl alcohol, chloroform, ethylene dichloride, pentane or hexane at a temperature between about -20 DEG and 50 DEG C. As starting materials there may be used steroids having the formula: <FORM:0741014/IV(a)/1> wherein R1 represents H, a -hydroxy or an acyloxy ester; R2 is H or hydroxy; and R3 is acetyl or acyloxyacetyl. Examples disclose the production of pregnane-3,11,20-trione, 17a -hydroxy - 21 - acetoxypregnane - 3,11,20-trione, 17a - hydroxypregnane - 3,11,20-trione, cholestan - 3 - one, allopregnane-3-11-20 - trione, 17a - hydroxy - 21 - bromopregnane - 3,11,20 - trione, 11a - hydroxypregnane - 3,20 - dione, 21 - chloro - 17a -hydroxypregnane - 3,11,20 - trione, 11a ,17a -dihydroxypregnane - 3,20 - dione, 11a - acetoxy-17a - hydroxypregnane - 3,20 - dione, 11a , 21 - diacetoxy - 17a - hydroxypregnane - 3,20-dione. Specifications 738,611, 739,175 and 740,987 are referred to. 21 - Bromo - 3a or b , 11a or b , 17a - trihydroxypregnan - 20 - one is obtained by treating 3a or b , 11a or b , 17a -trihydroxypregnan-20-one with bromine in chloroform. 21-Acetoxy-3a or b , 11a or b , 17a -trihydroxypregnan-20-one is obtained by heating 21-bromo-3a or b , 11a or b , 17a -trihydroxy-pregnan - 20 - one with anhydrous potassium acetate in the presence of a trace of potassium iodide. 11a ,21 - Diacetoxy - 3a ,17a - dihydroxypregnan-20-one is obtained from 21-bromo-11a - acetoxy - 3a ,17a - dihydroxypregnan-20-one.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US741014XA | 1952-07-16 | 1952-07-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB741014A true GB741014A (en) | 1955-11-23 |
Family
ID=22117738
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB19382/53A Expired GB741014A (en) | 1952-07-16 | 1953-07-13 | Steroid compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB741014A (en) |
-
1953
- 1953-07-13 GB GB19382/53A patent/GB741014A/en not_active Expired
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3007923A (en) | Process for the fluorination of 9beta, 11beta-epoxy and 5alpha, 6alpha-epoxy steroids | |
GB902294A (en) | Improvements in or relating to steroids and the manufacture thereof | |
GB869511A (en) | Improvements in or relating to steroids and the manufacture thereof | |
GB741014A (en) | Steroid compounds | |
US3716530A (en) | Halogenation of steroids | |
GB743877A (en) | Steroid compounds | |
US2992217A (en) | 16 alpha-hydroxymethyl-progesterone and derivatives | |
US2981743A (en) | Process for production of 4-alkyl and 4-benzyl derivatives of delta4 pregnenes | |
US3051703A (en) | Process for preparing delta9(11)-pregnanes and intermediates | |
US3767685A (en) | Novel 11beta-halo-steroids of the oestrane series | |
US2833790A (en) | 5-halo-17(20)-bisnorcholenal compounds and process for preparing same | |
US3795687A (en) | Process for the production of 6-fluoro-5-bromo-13-ethyl steroids | |
US2833791A (en) | Preparation of 5-pregnen-3, 17alpha-diol-20-one | |
GB773926A (en) | Improvements relating to pregnane compounds | |
US2751401A (en) | 4-chloropregnane-17alpha, 21-diol-3, 11, 20-trione and 21-esters thereof | |
GB935116A (en) | New cyclopentanophenanthrene derivatives and processes for the production thereof | |
US3158630A (en) | 2, 19-cyclo steroids and process therefor | |
US3080402A (en) | 7-methyl pregnenes and process therefor | |
US3674778A (en) | Preparation of 9,11-dichloro steroids | |
GB896817A (en) | Improvements in or relating to steroids and the manufacture thereof | |
GB971750A (en) | 18:20-oxido-steroids and the preparation thereof | |
GB741013A (en) | Steroid compounds | |
GB970482A (en) | New 17-desoxy corticosteroids and processes for their preparation | |
GB794392A (en) | Steroid compounds and the preparation thereof | |
GB899582A (en) | New cyclopentanophenanthrene derivatives and process for the production thereof |