http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-944718-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_4acae202b6a15394281949545e70d2f6 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J53-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J53-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 |
| filingDate | 1960-03-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1963-12-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-944718-A |
| titleOfInvention | New steroid compounds and processes for their preparation |
| abstract | The invention comprises 16a , 17a -methylene-20-keto-pregnane compounds which may be unsubstituted in the 21-position or contain a hydroxy or acyloxy group therein; and 3a -hydroxy-16a , 17a -methylene-21-diiodo-pregnane-11, 20-dione; and the preparation of the first-named group of steroids by hydrolysing an appropriate 16a , 17a -azomethylene-pregnane with a Lewis acid or a strong inorganic acid. The second-named steroid is prepared in the process which comprises hydrolysing 3a -acetoxy-16a , 17a -methylene-pregnane-11, 20-dione to the 3a -ol, heating this in methanol with iodine in the presence of calcium oxide and calcium chloride to yield the 21-diiodo compound, reacting a solution of this in dilute acetic acid (with which it is separated from the calcium oxide formed) with a solution of an alkali metal acylate in acetone or dimethylformamide in the presence of the acid from which the alkali metal acylate is derived to form a 3a -hydroxy-16a , 17a -methylene - 21 - acyloxy - pregnane - 11,20-dione, oxidizing this to the 3-ketone, brominating this (which two last-named process may be effected in one step with N-bromosuccinimide in a tertiary aliphatic alcohol), and eliminating hydrogen bromide from the 4-bromo compound e.g. by treatment with a lithium halide-lithium carbonate couple, or through an intermediary hydrazone, to form the 16a , 17a -methylene,21-acyloxy-pregn-4-ene-3, 11, 20-trione. Any of these 21-acylates may be hydrolysed to the corresponding 21-ols. Acyl groups are derived from aliphatic acids containing at most 6 carbon atoms. Preferably, rings B and C of the steroid products of the invention are saturated, and these and the A ring may contain hydroxy, acyloxy or keto groups or halogen atoms. Detailed examples are provided. Specifications 877,277 and 934,707 are referred to. |
| priorityDate | 1959-03-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 38.