http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-743445-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_da54f7ebbd2d9d8a82f92aca4d1b4e48 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J1-00 |
| filingDate | 1953-07-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1956-01-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-743445-A |
| titleOfInvention | Manufacture of therapeutically valuable alcohols of the cyclopentanopolyhydrophenanthrene series |
| abstract | Cyclopentanophenanthrene compounds which possess in the 3-position the grouping <FORM:0743445/IV(a)/1> and in the 17-position the grouping <FORM:0743445/IV(a)/2> , wherein R1 represents a saturated or unsaturated hydrocarbon residue, and R2 indicates a saturated or unsaturated hydrocarbon group containing from 1-3 carbon atoms, are prepared by treating a 17-keto-cyclopentanophenanthrene compound, which contains in the 3-position the grouping <FORM:0743445/IV(a)/3> , or a 3-keto-cyclopentanophenanthrene compound which contains in the 17-position the grouping <FORM:0743445/IV(a)/4> , (R4 being a hydroxyl group or a group convertible by hydrolysis into a hydroxyl group), with an organo-metallic compound, e.g. an alkyl magnesium halide, a lithium alkyl or an alkali metal acetylide, and thereafter decomposing the reaction product by acid hydrolysis. Compounds in which R1 and R2 are the same hydrocarbon group may also be prepared by treatment of the corresponding 3 : 17-dione with an organo-metallic reagent. In examples: (1) 3b - methylandrostan - 3a - ol - 17 - one in dioxane-ether is added to potassium acetylide in liquid ammonia and the product decomposed with dilute sulphuric acid to yield 3b-methyl-17a - ethinylandrostan - 3a : 17 - diol. (2) As in (1) 3a-methylandrostan-3b-ol-17-one yields 3b - methyl - 17a - ethinylandrostan - 3b : 17 - diol. (3) Ethereal 3a - methylandrostan - 3b - ol-17-one is added dropwise to ethereal methyl magnesium iodide, and the product decomposed with acid to give 3a : 17a -dimethylandrostan-3b : 17b - diol. 3b : 17a - Dimethylandrostan - 3a : 17b -diol is similarly prepared from the 3b-methyl isomer. (4) 17a -Ethinylandrostan-17b -ol-3-one is treated as in (3) to give a mixture of 3a - methyl - 17a - ethinylandrostan - 3b : 17b - diol and 3b - methyl - 17a - ethinylandrostan - 3a : 17b -diol, which are separated by their differing solubilities in ether. Specification 738,631 is referred to. |
| priorityDate | 1952-08-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 29.