http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CA-2338781-A1
Outgoing Links
Predicate | Object |
---|---|
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/C12P41-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B61-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K11-00 |
filingDate | 1999-08-11-04:00^^<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 | 2000-02-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | CA-2338781-A1 |
titleOfInvention | Novel process for the synthesis of exochelins |
abstract | A process for the synthesis of an Exochelin comprising the steps of generati ng 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 sa me with the L-N-[2-benzyloxy(benzoyl) serine or -threonine to yield a 2-trimeth yl 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. Moreparticularly, a synthesis for Exochelin 786SM (R) is disclosed wherein the dicarboxylic acid is suberic ac id and the serine form is utilized. |
priorityDate | 1998-08-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 238.