http://rdf.ncbi.nlm.nih.gov/pubchem/patent/BR-PI0305614-B8
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_240e1cd00a69820e67a50d867333fd02 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C213-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P31-04 |
| filingDate | 2003-11-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_1b598e4a434db37bd460062caf29190c http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_31ddf890ff40de0b447dc2a19b440293 |
| publicationDate | 2021-05-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | BR-PI0305614-B8 |
| titleOfInvention | process for obtaining amino alcohols and their application in the preparation of antibiotics chloramphenicol, fluoramphenicol and thiamphenicol |
| abstract | "Process for obtaining amino alcohols and their application in the preparation of antibiotics chloramphenicol, fluoramphenicol and thiamphenicol". the present invention refers to a process for obtaining the racemic form of aminoalcohols and the application of the latter as a substrate for the preparation of broad-spectrum antibiotics, still used today for the treatment of various types of bacterial infections, notably those caused by multiresistant gram positive microorganisms. racemic amino alcohols are prepared in 5 steps. an additional synthesis step allows the preparation of the antibiotics chloramphenicol (i), fluoramphenicol (ii) and thiamphenicol (iii), with a chemical yield compatible with the methodologies already described above. antibiotics are prepared using a common synthetic route, using an easily reproducible process from methyl acrylate and 4-nitrobenzaldehyde or 4-methylsulfonyl-benzaldehyde. the reagents used in preparing the substrates are all commercial and inexpensive. the catalyst used (dabco) in the process, in addition to its low cost, has a low impact on the environment, as it can be recovered. in the present process the two stereochemical centers of the antibiotic are elaborated during synthesis. in this synthesis we performed the control of the relative stereochemistry, obtaining the syn isomer with a control that can be considered as moderate, however this isomer can be easily separated from the mixture, through the use of conventional chromatographic methods. antibiotics obtained in their own through the use of known resolution methodologies, which may also allow the preparation of these antibiotics in their enantiomerically pure forms, using the same sequence of reactions described in this invention. alternatively, the use of enantiomerically pure bayils-hillman adducts (v and vi) also allows the preparation of antibiotics in their enantiomerically pure forms. as there are known chemical ways of resolving baylis-hillman adducts, this process may also allow access to all antibiotics in their enantiomerically pure forms. |
| priorityDate | 2003-11-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 24.