http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2009054634-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_378c65fb4cab73f6efce3bd674eb091e http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_256650726f47d00d8775640380bfc7cf http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_16e38267db8ad2eb6974964db052434d http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_87ce8cf93133d09425e3fa9238f8e885 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P31-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H17-08 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H17-08 |
| filingDate | 2008-08-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4ac9f4ea08bb1c359f20bb61fbd5d353 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c3d0682b3a1ce516b5d62910d3b0f88d http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_46b5cb5c8dbb7ef89c48e27dbe940c47 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d9e332e5b46d8f2ba690f01c50e091e2 |
| publicationDate | 2009-02-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | US-2009054634-A1 |
| titleOfInvention | Process for the preparation of clarithromycin |
| abstract | The present invention includes a process involving a one-pot reaction for preparing erythromycin 9-oxime salt comprising: (a) reacting erythromycin thiocyanate with an ammonium source to obtain erythromycin free base; (b) oximating the C-9 carbonyl of the erythromycin free base by reacting the erythromycin free base with triethylamine and hydroxyl amine hydrochloride to form erythromycin oxime; and (c) reacting the erythromycin oxime obtained in step (b) with an ammonium source to obtain the erythromycin 9-oxime salt. The present invention is also drawn to a one-pot reaction for preparing clarithromycin starting with the one-pot reaction for preparing erythromycin 9-oxime salt, further comprising after step (c): (d) silylating the hydroxy groups at the oxime group, and the 2′ and 4″ positions of the erythromycin 9-oxime salt to obtain a silylated derivative; (e) methylating the hydroxy group at the 6 position of the silylated derivative using at least one methylating agent in the presence of at least one inorganic base to obtain SMOP, wherein SMOP is 6-O-methyl-2′,4″-bis(trimethylsilyl)-erythromycin A 9-O-(2-methoxyprop-2-yl)oxime; and (f) converting the SMOP into clarithromycin using at least one deoximating agent in the presence of aqueous ethanol. |
| priorityDate | 2007-08-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
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