GB947000A - Process for the production of steroid compounds, and the new compounds thus produced - Google Patents
Process for the production of steroid compounds, and the new compounds thus producedInfo
- Publication number
- GB947000A GB947000A GB4409061A GB4409061A GB947000A GB 947000 A GB947000 A GB 947000A GB 4409061 A GB4409061 A GB 4409061A GB 4409061 A GB4409061 A GB 4409061A GB 947000 A GB947000 A GB 947000A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- keto
- cyclopentano
- acyloxy
- methyl
- 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
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- 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)
- Steroid Compounds (AREA)
Abstract
The invention comprises 2a -alkyl-19-nortestosterone derivatives having the formula: <FORM:0947000/C2/1> in which Y represents an alkyl group having from 1-7 carbon atoms and R is an acyl radical derived from a lower organic carboxylic acid or Y represents an alkyl group having from 2-7 carbon atoms and R is an acyl radical derived from a lower organic carboxylic acid or a hydrogen atom and a process for the production thereof in which a D 1(9), 7-3-methyl-7-amino-hexahydro-(31-acyloxy) -cyclopentano - [2,1,C] napthalene derivative having the formula: <FORM:0947000/C2/2> (wherein R1 and R11 which may be the same or different each represents an alkyl group having 1-6 carbon atoms or together with the nitrogen atom represent a heterocyclic ring structure, optionally mono-oxygenated and Ac denotes the acyl radical derived from a lower organic carboxylic acid) is reacted with a 2-alkyl - 1,3 - dichloro -2-butene to form a D 1(9)-3-methyl-7-keto-8-(b -alkyl - g - chloro - 211 - butenyl)-octahydro -(31-acyloxy)-cyclopentano-[2,1,C]- napththalene having the formula: <FORM:0947000/C2/3> which is then subjected to hydrolysis to form a corresponding D 8 - 3 - methyl - 7 - keto - 8 - (b -alkyl - g - keto - butyl) - octahydro - (31 - acyloxy) -cyclopentano - [2,1,C]-naphthalene which is then subjected to treatment with a reducing agent to eliminate the double bond at the 8-position and form a corresponding 3-methyl - 7 - keto - 8 - (b -alkyl - g - keto - butyl) - decahydro - (31 - acyloxy) -cyclopentano - [2,1,C] - naphthalene which is then cyclised by treatment with an acid dehydrating agent to yield the corresponding 17-ester of a 2a - alkyl - 19 - nor - testosterone which is optionally thereafter saponified to the corresponding 2a -alkyl - 19 - nor - testosterone. Reduction may be effected by hydrogenation in the presence of palladinized charcoal, cyclisation with concentrated hydrochloric acid and the subsequent optional saponification with methanolic potassium hydroxide. Specifications 901,851 and 928,317 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR847130A FR1284566A (en) | 1960-12-16 | 1960-12-16 | Process for the preparation of steroids alkylated in position 2 and products obtained in this process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB947000A true GB947000A (en) | 1964-01-15 |
Family
ID=8744905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4409061A Expired GB947000A (en) | 1960-12-16 | 1961-12-08 | Process for the production of steroid compounds, and the new compounds thus produced |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE611603A (en) |
| CH (1) | CH405294A (en) |
| ES (1) | ES272982A1 (en) |
| FR (1) | FR1284566A (en) |
| GB (1) | GB947000A (en) |
-
1960
- 1960-12-16 FR FR847130A patent/FR1284566A/en not_active Expired
-
1961
- 1961-12-08 GB GB4409061A patent/GB947000A/en not_active Expired
- 1961-12-12 CH CH1436361A patent/CH405294A/en unknown
- 1961-12-15 ES ES0272982A patent/ES272982A1/en not_active Expired
- 1961-12-15 BE BE611603A patent/BE611603A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR1284566A (en) | 1962-02-16 |
| BE611603A (en) | 1962-06-15 |
| ES272982A1 (en) | 1962-04-16 |
| CH405294A (en) | 1966-01-15 |
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