GB744241A - Manufacture of new esters of 20:21-ketols of the pregnene series - Google Patents
Manufacture of new esters of 20:21-ketols of the pregnene seriesInfo
- Publication number
- GB744241A GB744241A GB26010/52A GB2601052A GB744241A GB 744241 A GB744241 A GB 744241A GB 26010/52 A GB26010/52 A GB 26010/52A GB 2601052 A GB2601052 A GB 2601052A GB 744241 A GB744241 A GB 744241A
- Authority
- GB
- United Kingdom
- Prior art keywords
- furane
- hydroxy
- pregnene
- carboxylic acid
- keto
- 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
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 21-esters of furane-2-carboxylic acid and D 4-3-keto- and D 5-3-hydroxy-20-keto-21-hydroxy-pregnenes which may contain a hydroxy group in the 17-position and/or a hydroxy or a keto group in the 11-position and the preparation thereof by the methods described in the examples. In the examples desoxycorticosterone - furate - (2) is prepared by treating desoxycorticosterone with furane-2-carboxylic acid chloride in the presence of pyridine while cooling and by refluxing D 4-3,20-diketo-21-chloropregnene and the sodium salt of furane-2-carboxylic acid in acetone, D 5 - 20 - keto - 3b ,21 - dihydroxy - pregnene-21-furoate-(2) is prepared by heating D 5 - 3b - hydroxy - 20 - keto - 21 - diazo - pregnene with furane-2-carboxylic acid in xylene and may be oxidized to desoxycorticosterone-furoate-(2) with cyclohexanone and aluminium isopropylate, D 4 - 3,11,20 - triketo - 17a - hydroxy - 21 - furoyl - (2) - oxypregnene is prepared by treating D 4-3,11,20-triketo-17a , 21-dihydroxy-pregnene with furane-2-carboxylic acid chloride in pyridine while cooling, and D 4 - 3,20 - diketo - 17a - hydroxy - 21 - furoyl - (2)-oxypregnene is similarly prepared using the acid chloride. Other reactants mentioned are D 5 - 20 - keto - 3,21 - dihydroxy - pregnene, D 4-3,20 - diketo - 11,21 - dihydroxy - pregnene and D 4 - 3,20 - diketo - 11,17a ,21 - trihydroxy - pregnene. Other esterification methods mentioned are those using esters, halides or the anhydride of furane-2-carboxylic acid with the required 20,21-ketols in the presence or absence of condensing agents, or furane-2-carboxylic acid or its salts may be reacted with esters of the required 20,21-ketols especially those with hydrohalic acids.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH744241X | 1951-10-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB744241A true GB744241A (en) | 1956-02-01 |
Family
ID=4533363
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26010/52A Expired GB744241A (en) | 1951-10-18 | 1952-10-16 | Manufacture of new esters of 20:21-ketols of the pregnene series |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB744241A (en) |
-
1952
- 1952-10-16 GB GB26010/52A patent/GB744241A/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3087938A (en) | 17alpha-chloro and 17alpha-bromo-progesterones | |
| US2831003A (en) | Cycloborate esters of 16alpha, 17alpha-dihydroxy steroids | |
| US2865935A (en) | 2-methyl steroids and process | |
| GB744241A (en) | Manufacture of new esters of 20:21-ketols of the pregnene series | |
| US3408370A (en) | 3-hydroxy and 3-monoacylated steroids and the 6-and 16-substituted analogues thereof | |
| ES252184A1 (en) | Preparation of 16-alkyl-20-keto steroid enol acylates | |
| GB1060793A (en) | Improvements in or relating to steroids and the manufacture thereof | |
| US3162631A (en) | 16beta-hydroxy-21-carboxylic acid gamma-lactones of the pregnane series and process for the preparation thereof | |
| US2818408A (en) | Steroid compounds and process | |
| US3107240A (en) | Cyclopentanophenanthrene compounds | |
| US3087925A (en) | Process for the production of 12beta-methyl-delta5, 17(20)-pregnadiene-11 oxygenated-3-ketal derivatives | |
| GB843215A (en) | Improvements in or relating to steroid compounds | |
| US3236866A (en) | 21, 21-difluoro pregnenes | |
| US2864835A (en) | Pregnatetraenes and esters thereof | |
| US3168537A (en) | Process for the manufacture of 16-alkylidene-17alpha-alkanoyloxyprogesterones | |
| US3520908A (en) | Novel process for the preparation of 17alpha-alkyl steroids | |
| US3316252A (en) | 6-methyl-6-dehydro derivatives of cortical hormones | |
| US3009938A (en) | Process for the manufacture of halogenated steroids | |
| US3009932A (en) | 6-fluoro-9alpha, 11beta- 21-trihalo-progesterones | |
| US3165543A (en) | 2alpha-halo-and 2alpha-halo-6alpha-methyl-17alpha, 21-dihydroxy-4-pregnene-3, 20-diones | |
| US3538131A (en) | 16alpha-methyl-6alpha-fluoro derivatives of reichstein substance s | |
| US2892850A (en) | 21-chloro steroids | |
| US3068250A (en) | 16alpha-alkyl 21-aldehyde hydrate steroids and processes for preparing the same | |
| GB944718A (en) | New steroid compounds and processes for their preparation | |
| US3313807A (en) | 5'-substituted steroidal isoxazoles of the pregnane series |