http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6448417-B1
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5b459ec3f5254c20ccd5ca24931c4610 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D305-14 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D305-14 |
filingDate | 1999-04-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate | 2002-09-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8b285d3d4c4fe47f90aaffa7c5906684 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_39110162106cc069df7c4abf7c12c1cd http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e4492de41fa9c506df59050d279ea3b8 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8cb1d94761ed8de21de6fa028a0ddcc4 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cc694eab06affbf2070580fddcf03fa9 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f2d4826464ec3e0bf76fb997f4cceb51 |
publicationDate | 2002-09-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | US-6448417-B1 |
titleOfInvention | Methods and useful intermediates for paclitaxel synthesis from C-7, C-10 di-cbz 10-deacetylbaccatin III |
abstract | The present invention relates to a method of producing paclitaxel or a paclitaxel analog comprising the esterification of C-7, C-10 di-CBZ 10-deacetylbaccatin III with an N-carbamate protected, C-2-protected 3-phenyl isoserine side chain. The C-7, C-10 carbobenzyloxy groups are then replaced with hydrogen and an acyl group is substituted at the C-3' nitrogen. The resulting compound is acylated at the C-10 hydroxyl position, and deprotected at the C-2' position by replacing the hydroxyl protecting group with hydrogen to produce paclitaxel or a paclitaxel analog. The present invention also relates to alternative methods of acylating a 10-hydroxy paclitaxel analog. The first method comprises dissolving a 10-hydroxy paclitaxel analog in an acceptable ether solvent therefor to form a first solution at a first temperature. The first solution is then cooled to a second temperature, and an alkali base is added to form an intermediate compound having a metal alkoxide at the C-10 position thereof, after which an acylating ageht is then added. The second method comprises dissolving a 10-hydroxy paclitaxel analog in an acceptable ether solvent therefor. An alkali salt is added, and a trialkyl amine base or pyridine is next added, followed by the addition of an acylating agent. The present invention is additionally directed to a C-10 metal alkoxide chemical intermediate for use in producing paclitaxel or paclitaxel analogs. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2009156828-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7605278-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2008051589-A1 |
priorityDate | 1998-05-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 360.