119892-46-5

Basic information

• Product Name: 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-hydroxy-8-oxo-7-[(phenoxyacetyl)amino]-, (4-nitrophenyl)methyl ester, (6R,7S)-
• CAS NO: 119892-46-5
• Molecular Formula: C23H21N3O8
• Molecular Weight: 467.435
• Mol File: 119892-46-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-hydroxy-8-oxo-7-[(phenoxyacetyl)amino]-, (4-nitrophenyl)methyl ester, (6R,7S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-hydroxy-8-oxo-7-[(phenoxyacetyl)amino]-, (4-nitrophenyl)methyl ester, (6R,7S)-(119892-46-5)
• EPA Substance Registry System: 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-hydroxy-8-oxo-7-[(phenoxyacetyl)amino]-, (4-nitrophenyl)methyl ester, (6R,7S)-(119892-46-5)

Safety Data

• Hazardous Substances Data: 119892-46-5(Hazardous Substances Data)

Upstream product

• 131533-82-9 [(3S,4R)-2-Oxo-3-(2-phenoxy-acetylamino)-4-(2-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 
• 131533-61-4 [(2R,3S)-2-(2-Furan-2-yl-ethyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 
• 131533-72-7 3-[(2R,3S)-1-(4-Nitro-benzyloxycarbonylmethyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-yl]-propionic acid 
• 110289-29-7 (3S,4R)-3-amino-4-[2-(furan-2-yl)ethyl]azetidin-2-one 
• 133789-00-1 N-[(2S,3R)-2-Benzenesulfonyl-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yl]-2-phenoxy-acetamide 
• 88002-47-5 (3R-trans)-3-phenoxyacetylamino-4-phenylsulfonyl-2-azetidinone 
• 83654-96-0 p-nitrobenzyl glyoxylate monohydrate 
• 119892-48-7 cis-α-diazo-β,4-dioxo-3-[(phenoxyacetyl)amino]-2-azetidinepentanoic acid, (4-nitrophenyl)methyl ester 
• 124831-37-4 cis-4-oxo-3-[(phenoxyacetyl)amino]-2-azetidinepropanoic acid 
• 99333-65-0 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethyl]azetidin-2-one 
• 124831-36-3 N-[(2R,3S)-2-(2-Furan-2-yl-ethyl)-4-oxo-azetidin-3-yl]-2-phenoxy-acetamide 
• 200420-82-2 N-((3S,4R)-2-Oxo-4-pent-3-ynyl-azetidin-3-yl)-2-phenoxy-acetamide 
• 200420-87-7 Acetoxy-[(3S,4R)-2-oxo-4-pent-3-ynyl-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 
• 200420-80-0 N-[(2R,3R)-2-Benzenesulfonyl-1-(tert-butyl-dimethyl-silanyl)-4-oxo-2-pent-3-ynyl-azetidin-3-yl]-2-phenoxy-acetamide 

Downstream Products

• 123932-46-7 carbacephalosporin hydrochloride 
• 108493-70-5 (6R,7S)-3-Chloro-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 123077-99-6 7β-[(phenoxyacetyl)amino]-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylic acid 
• 123078-32-0 diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123078-02-4 (6R,7S)-7-Amino-8-oxo-3-trifluoromethanesulfonyloxy-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 124494-93-5 (6R,7S)-7-((R)-2-tert-Butoxycarbonylamino-2-phenyl-acetylamino)-3-methanesulfonyl-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 123078-31-9 allyl 7β-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123151-27-9 allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123151-12-2 allyl 7β-<amino>phenylacetyl>amino>-3-<<(trifluoromethyl)sulfonyl>oxy>-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123151-20-2 allyl 7β-<2-<2-<<(allyloxy)carbonyl>amino>thiazol-4-yl>-2(Z)-(methoxyimino)acetamido>-3-(phenylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123151-23-5 diphenylmethyl 7β-<2-<2-<<(tert-butyloxy)carbonyl>amino>thiazol-4-yl>-2(Z)-(methoxyimino)acetamido>-3-(1-propylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123151-25-7 diphenylmethyl 7β-<2-<2-<<(tert-butyloxy)carbonyl>amino>thiazol-4-yl>-2(Z)-(methoxyimino)acetamido>-3-(cyclopropylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123151-24-6 diphenylmethyl 7β-<2-<2-<<(tert-butyloxy)carbonyl>amino>thiazol-4-yl>-2(Z)-(methoxyimino)acetamido>-3-(3-pyridylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate 
• 123078-29-5 diphenylmethyl 7β-<2-<2-<<(tert-butyloxy)carbonyl>amino>thiazol-4-yl>-2(Z)-(methoxyimino)acetamido>-3-<<(trifluoromethyl)sulfonyl>oxy>-1-carba-1-dethia-3-cephem-4-carboxylate 

Relevant articles and documents

Use of an iodonium ylide in the synthesis of p-nitrobenzyl (6R, 7S) 3-hydroxy-8-oxo-7-phenoxyacetamido-1-azabicyclo[4.2.0] octa-2-ene-2-carboxylate

p-Nitrobenzyl (6R,7S)-3-hydroxy-8-oxo-7-phenoxyacetamido-1-azabicyclo [4.2.0]octa-2-ene-2-carboxyate (6) was synthesized utilizing rhodium(II)- or acid-catalyzed cyclization of iodonium ylide (5). The iodonium ylide (5) was easily prepared from the corres

Synthesis of carbacephem antibiotics: Synthesis via Dieckmann reaction using phenyl esters to direct the regioselectivity of the cyclization

β-Ketoesters useful for elaboration to carbacephems were synthesized from a variety of enantiomerically pure diesters. Use of phenyl esters to direct the regioselectivity was demonstrated.