GB777682A - Polyhydrophenanthrene compounds - Google Patents
Polyhydrophenanthrene compoundsInfo
- Publication number
- GB777682A GB777682A GB25760/53A GB2576053A GB777682A GB 777682 A GB777682 A GB 777682A GB 25760/53 A GB25760/53 A GB 25760/53A GB 2576053 A GB2576053 A GB 2576053A GB 777682 A GB777682 A GB 777682A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methallyl
- dimethyl
- dodecahydrophenanthrene
- ethylenedioxy
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/80—Unsaturated compounds containing keto groups containing rings other than six-membered aromatic rings
- C07C59/82—Unsaturated compounds containing keto groups containing rings other than six-membered aromatic rings the keto group being part of a ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/26—Phenanthrenes; Hydrogenated phenanthrenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds having the formula: <FORM:0777682/IV(b)/1> in which the 7-position is occupied either by a bivalent group convertible to keto by acid hydrolysis or by a pair of univalent groups together convertible to a single keto group by acid hydrolysis; and compounds having the formula: <FORM:0777682/IV(b)/2> in which the 7-position is occupied by a univalent group which is convertible to keto by acid hydrolysis, and in each formula R0 represents a (1) carboalkoxymethylene, (2) carboalkoxymethyl, (3) carboxymethylene or (4) carboxymethyl group, and their preparation as follows: 1 - alkoxyethinyl - 1 - hydroxy - 2 - methallyl - 2,4b - dimethyl - 4 - keto - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene is reacted with dilute mineral acid to produce 1-carboalkoxymethylene - 2 - methallyl - 2,4b - dimethyl - 4 - keto- 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene (compound 2); compound 2 is saponified to produce 1-carboxymethylene - 2 - methallyl - 2,4b - dimethyl - 4-keto - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene (compound 3) which is reduced e.g. with alkali metal in a lower alkanol or in liquid ammonia to produce 1 - carboxymethyl - 2 - methallyl - 2,4b - dimethyl - 4 - hydroxy - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10a-dodecahydrophenanthrene (compound 4); compound 4 is converted to a 1-carboalkoxymethyl - 2 - methallyl - 2,4b - dimethyl - 4 - hydroxy - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene (compound 6) which may be oxidized to 1 - carboalkoxymethyl - 2 - methallyl - 2,4b-dimethyl - 4 - ket - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene (compound 7). Alternatively compound 4 can be reacted with an oxidizing agent to produce 1-carboxymethyl - 2 - methallyl- 2,4b - dimethyl- 4 - keto - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene (compound 8) which is then esterified to form compound 7. Examples disclose the production of 1-carboethoxymethylene - 2 - methallyl - 2,4b - dimethyl - 4 - keto - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene, 1-carboethoxymethylene - 2 - methallyl - 2,4b-dimethyl - 4,7 - diketo - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene, 1 - carboxymethylene - 2 - methallyl - 2,4b - dimethyl - 4,7-diketo - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene, 1 - carboxymethyl - 2-methallyl - 2,4b - dimethyl - 4 - keto - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenenthrene, 1 - carboxymethyl - 2-methallyl - 2,4b - dimethyl - 4 - keto - 7 - ethylenedioxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenenthrene, 1 - carboxymethyl - 2-methallyl - 2,4b - dimethyl - 4,7 - diketo - 1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene, 1 - carbomethoxymethyl - 2 - methallyl-2,4b - dimethyl - 4 - keto - 7 - ethylenedioxy - 1, - 1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene, 1 - carbomethoxymethyl - 2 - methallyl - 2,4b - 4,7 - diketo - 1,2,3,4,4a,4b,5,6,7,8,10,10a - dodecahydrophenanthrene and their stereoisomers. Specifications 763,208, 777,681, 777,684 and 777,685 are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB25760/53A GB777682A (en) | 1953-09-17 | 1953-09-17 | Polyhydrophenanthrene compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB25760/53A GB777682A (en) | 1953-09-17 | 1953-09-17 | Polyhydrophenanthrene compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB777682A true GB777682A (en) | 1957-06-26 |
Family
ID=22139936
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB25760/53A Expired GB777682A (en) | 1953-09-17 | 1953-09-17 | Polyhydrophenanthrene compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB777682A (en) |
-
1953
- 1953-09-17 GB GB25760/53A patent/GB777682A/en not_active Expired
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB779389A (en) | A stable solid diazonium compound and process for making it | |
GB1212090A (en) | Aliphatic diol-diones | |
GB735408A (en) | Chlorotoloxy-ethyl sulphates | |
GB1112825A (en) | An optically active compound and processes for producing it | |
GB777682A (en) | Polyhydrophenanthrene compounds | |
GB1286216A (en) | A process for the manufacture of polyene compounds | |
GB785683A (en) | Cyclopentanopolyhydrophenanthrene compounds | |
GB1093908A (en) | New derivatives of glycyrrhetinic acid | |
GB932523A (en) | Process for the production of lead hydroxide oxide of the formula 5 pbo.2ho | |
GB785682A (en) | Steroid compounds | |
GB727336A (en) | Improvements in or relating to chemotherapeutic agents | |
GB1067346A (en) | Novel seco-steroid compounds, processes for preparing them and compositions containing them | |
GB792412A (en) | Polyhydrophenanthrene compounds | |
GB785681A (en) | Steroid compounds | |
ES261630A1 (en) | New cyclopentano-naphthalene derivatives and their formation | |
GB785684A (en) | Cyclopentanopolyhydrophenanthrene compounds | |
GB720584A (en) | 5-benzyloxy-ª,2-dinitrostyrenes and a process for their preparation | |
GB777689A (en) | Cyclopentanopolyhydrophenanthrene compounds and their preparation | |
GB750916A (en) | Process for the preparation of the dihydrostreptomycin salt of levulinic acid isonicotinylhydrazone | |
GB777686A (en) | Polyhydrophenanthrene compounds and their preparation | |
GB785686A (en) | Steroid compounds | |
GB777685A (en) | Polyhydrophenanthrene compounds and their preparation | |
GB700351A (en) | Improvements in or relating to the manufacture of derivatives of 21-hydroxy-pregnene-(5)-ol-(3)-one-(20) | |
GB777690A (en) | Cyclopentanopolyhydrophenanthrene compounds and processes for their preparation | |
ES259015A1 (en) | New cyclopentano-naphthalene derivatives and their formation |