http://rdf.ncbi.nlm.nih.gov/pubchem/patent/PL-412501-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_7339501040a829287a6ee236092a9e00 |
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D471-04 |
| filingDate | 2015-05-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9d02e0fc3ae997ae20f8636a36c08fa7 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4b6f68f4d4f4687955c60ccfb28322df http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_47975aeafa1e2625214c6873e1794957 |
| publicationDate | 2016-12-05-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | PL-412501-A1 |
| titleOfInvention | Method of obtaining new 7- [1H-1,2,3-triazol-1-yl] -3 - ((1S) - 1,2-dihydroxyethyl) -5,5-dimethylindolizidin-1,2-diol derivatives |
| abstract | The subject of the application is a method for obtaining new derivatives of 7- [1H-1,2,3-triazol-1-yl] -3 - ((1S) -1,2-dihydroxyethyl) -5,5-dimethylindolizidin-1,2-diol of general formula 1, wherein R1, R2 are the same and represent alkyl or hydroxyalkyl groups, and R3 is a carbonyl group, an aromatic, heterocyclic compound, or a nucleic base connected to the triazole ring with a methyl bridge. The method consists in the fact that in the first stage of the synthesis in the derivative of general formula 2, the hydroxyl group is converted into a well-leaving group such as p-toluenesulfonyloxy group, triflate group, and the reaction is carried out using methanesulfonic chloride in the presence of an organic base to obtain a compound of formula 3. The compound of general formula (3) is then reacted with dry sodium azide in the presence of a phase transfer catalyst at elevated temperature after dissolution in dry aprotic solvent to obtain a compound of general formula (4), wherein R1 and R2 are as defined above. The compound of general formula 4, after dissolution in a dry organic solvent, is reacted with a suitable acetylene derivative of an aromatic, heterocyclic or nucleic base compound in the presence of an organic base type aromatic amine or aliphatic amine, and in the presence of a copper (I) iodide catalyst to obtain a compound with general formula 5, where R1 and R2 and R3 have the meaning given above. A compound of general formula 5, where R3 is a carbonyl group, after dissolution in a polar solvent is reacted respectively with ammonia water, while compound 5 where R3 is an aromatic compound having a benzyloxycarbonyl protecting group, or a heterocyclic compound having a benzyloxycarbonyl protecting group or a nucleic base having a benzyloxycarbonyl protecting group are subjected to a catalytic hydrogenation reaction, followed by removal of the protecting groups hydroxyl. |
| priorityDate | 2015-05-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 28.