http://rdf.ncbi.nlm.nih.gov/pubchem/patent/IE-46569-B1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_2ca2e4410855da087e11bf3eea8933fa
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D205-085
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D205-085
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D205-08
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D507-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D498-04
filingDate 1978-03-03-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1983-07-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber IE-46569-B1
titleOfInvention 3 -imino-azetidin-2-one derivatives
abstract 1-[ alpha -(Carboxy)-4-hydroxybenzyl]-3 beta -aminoazetidin-2-one esters are prepared by converting 2-acyl-3,3-dialkyl-7-oxo- alpha -[4-(benzyloxy)phenyl]-4-thia-2,6-diazabicyclo[3.2.0]-heptane-6-acetic acid esters with mercuric acetate in an aqueous organic solvent mixture, e.g., in aqueous methanol, to 7-oxo-3-phenyl- alpha -[4-(benzyloxy)phenyl]-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-1-acetic acid esters and the latter are reacted with PCl5 and pyridine to provide the monocyclic 1-[ alpha -(carboxy)-4-benzyloxybenzyl]-3 beta -( alpha -chlorobenzylideneamino)-4-chloroazetidin-2-one esters. Reduction of the dichloro azetidin-2-one with an organo tin hydride and azobisisobutyronitrile affords the deschloro, 1-[ alpha -(carboxy)-4-benzyloxybenzyl]-3 beta -benzylideneaminoazetidin-2-one ester. The latter is hydrolyzed and the 4-benzyloxy group is cleaved via catalytic hydrogenolysis to yield an ester of 1-[ alpha -(carboxy)-4-hydroxybenzyl]-3 beta -aminoazetidin-2-one. The 3 beta -amino ester is useful for the preparation of the antibiotic FR 1923 (nocardicin).
priorityDate 1977-03-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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