GB1450885A - D-homosteroids - Google Patents
D-homosteroidsInfo
- Publication number
- GB1450885A GB1450885A GB764276A GB764276A GB1450885A GB 1450885 A GB1450885 A GB 1450885A GB 764276 A GB764276 A GB 764276A GB 764276 A GB764276 A GB 764276A GB 1450885 A GB1450885 A GB 1450885A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetoxy
- homo
- dihydroxy
- diene
- carboxylic acid
- 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
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
Abstract
1450885 D-homosteroids F HOFFMANNLA ROCHE & CO AG 25 Sept 1974 [26 Sept 1973] 7642/76 Divided out of 1450884 Heading C2U The invention comprises 3,17a#-dihydroxy-D- homo-17aα-pregn-5-ene-21-carboxylic acid γ- lactone (Ia) and its 5,16-diene analogue (Ib). Compound Ia is prepared from 3#-acetoxy- 17aα - ethynyl - 17a# - hydroxy - D - homoandrost-5-ene by reaction of its Li salt with CO 2 to give 3#,17a#- dihydroxy - D - homo - 17aα- pregn - 5 - en - 20 - yne - 21 - carboxylic acid which by catalytic hydrogenation and acidification yields 3,17a# - dihydroxy - D - homo - 17aα- pregna - 5,20 - diene - 21 - carboxylic acid γ- lactone, catalytic hydrogenation of which yields Ia. Compound Ib is prepared from 3#-acetoxy-D- homoandrost - 5 - en - 17a - one by bromination, dehydrobromination and acetylation to give 3# - acetoxy - D - homoandrosta - 5,16 - dien- 17a-one which by Grignard reaction gives 3#- acetoxy - 17aα - (3,3 - ethylenedioxypropyl)- 17a# - hydroxy - D - homoandrosta - 5,16 - diene which by ketal hydrolysis, Jones oxidation, 3-saponification, and acidification yields Ib.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1376373A CH601352A5 (en) | 1973-09-26 | 1973-09-26 | |
| GB4170674A GB1450884A (en) | 1973-09-26 | 1974-09-25 | D-homosteroid lactones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1450885A true GB1450885A (en) | 1976-09-29 |
Family
ID=25713021
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB764276A Expired GB1450885A (en) | 1973-09-26 | 1974-09-25 | D-homosteroids |
| GB764376A Expired GB1450886A (en) | 1973-09-26 | 1974-09-25 | D-homsteroids |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB764376A Expired GB1450886A (en) | 1973-09-26 | 1974-09-25 | D-homsteroids |
Country Status (1)
| Country | Link |
|---|---|
| GB (2) | GB1450885A (en) |
-
1974
- 1974-09-25 GB GB764276A patent/GB1450885A/en not_active Expired
- 1974-09-25 GB GB764376A patent/GB1450886A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1450886A (en) | 1976-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |