http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6063919-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_eb937ef6bc88289dc25433681292e381 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K11-00 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B61-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K11-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C12P41-00 |
filingDate | 1998-08-14^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate | 2000-05-16^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_b655c5c08847c74c4967934c76b8f639 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0bae27359ca42ba16c1421cf03a2df97 |
publicationDate | 2000-05-16^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | US-6063919-A |
titleOfInvention | Process for the synthesis of exochelins |
abstract | A process for the synthesis of an Exochelin comprising the steps of generating L-N-[(2-benzyloxy-(benzoyl)] serine or L-N-[2-benzyloxy (benzoyl)] threonine, creating L-N-t-Boc- epsilon -hydroxynorleucine and reacting same to produce L-N-Boc- epsilon -bromonorleucine trimethylsilylethyl ester, providing a dicarboxylic acid and forming an O-benzyl methyl hydroxamate from the dicarboxylic acid, coupling the O-benzyl methyl hydroxamate with the L-N-Boc- epsilon -bromonorleucine trimethylsilylethyl ester to give an L-N2-Boc-N6-methyl,N6-(benzyloxy) lysine 2-trimethylsilylethyl ester which incorporates the dicarboxylic acid as modified above, removing the N-tert-butoxycarbonyl protecting group from the L-N2-Boc-N6-methyl, N6-(benzyloxy) lysine 2-trimethylsilylethyl ester to yield a substituted lysine, and coupling the same with the L-N-[2-benzyloxy (benzoyl) serine or -threonine to yield a 2-trimethyl silylethyl ester of dibenzyl Exochelic acid, transforming the 2-trimethyl silylethyl ester of dibenzyl Exochelic acid to dibenzyl Exochelic acid, preparing benzyl epi-cobactin, forming an ester bond between the dibenzyl Exochelic acid and benzyl epi-cobactin to form an intermediate, and, hydrogenolytically removing three benzyl groups from said intermediate, resulting in the synthesized Exochelin. More particularly, a synthesis for Exochelin 786SM (R) is disclosed wherein the dicarboxylic acid is suberic acid and the serine form is utilized. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7253159-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2004265976-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-9909156-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-10858680-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-3190123-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-10428360-B2 |
priorityDate | 1998-08-14^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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