GB792413A - Polyhydrophenanthrene compounds - Google Patents
Polyhydrophenanthrene compoundsInfo
- Publication number
- GB792413A GB792413A GB27346/56A GB2734656A GB792413A GB 792413 A GB792413 A GB 792413A GB 27346/56 A GB27346/56 A GB 27346/56A GB 2734656 A GB2734656 A GB 2734656A GB 792413 A GB792413 A GB 792413A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- keto
- formula
- acid hydrolysis
- dodecahydrophenanthrene
- 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
- 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)
- Pyridine Compounds (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0792413/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, compounds of the formula <FORM:0792413/IV (b)/2> in which the 7-position is occupied by a univalent group which is convertible to keto by acid hydrolysis and a compound of the formula <FORM:0792413/IV (b)/3> Compounds of the first and second formul are obtained by oxidation of a 2,4b-dimethyl-2-methallyl - 1(b - hydroxyethyl) - 1,2,3,4,4a,4b,5,-6,7,8,10,10a - dodecahydrophenanthrene having a hydroxy or keto group in the 4-position and appropriately substituted in the 7-position. The oxidation can be effected with a complex of chromium trioxide and an organic base, e.g. pyridine. The compound of the third formula above is obtained by acid hydrolysis, e.g. with perchloric acid, of the compounds of the first two formul . In the 7-position the substituents may be those referred to in Specification 792,410. In an example, 2,4b-dimethyl-7-ethylenedioxy - 2 - methallyl - 1 - (b - hydroxyethyl) - 4 - hydroxy - 1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene is treated with a complex of chromium trioxide and pyridine and from the reaction product there are separated by chromatography 2,4b-dimethyl-7 - ethylenedioxy - 2 - methallyl - 1 - acetaldehydo - 4 - keto - 1,2,3,4,4a,4b,5,6,7,8,10,-10a-dodecahydrophenanthrene (main product) and the corresponding 1-(b -hydroxyethyl) and 1-(carboxymethyl)-compounds. These two latter compounds on reduction with lithium aluminium hydride give the C-11 epimer of the starting material which can be re-used. Specifications 733,808, 763,208, 777,682, 777,683, 792,411 and 792,412 also are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US792413XA | 1953-09-09 | 1953-09-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB792413A true GB792413A (en) | 1958-03-26 |
Family
ID=22149290
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27346/56A Expired GB792413A (en) | 1953-09-09 | 1954-08-24 | Polyhydrophenanthrene compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB792413A (en) |
-
1954
- 1954-08-24 GB GB27346/56A patent/GB792413A/en not_active Expired
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