73521-73-0

Basic information

• Product Name: p-Nitrobenzyl (5R,6R)-3-(2-acetamidoethylthio)-6-[(1S)-1-ethyloxysulphonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• Synonyms: p-Nitrobenzyl (5R,6R)-3-(2-acetamidoethylthio)-6-[(1S)-1-ethyloxysulphonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• CAS NO: 73521-73-0
• Molecular Weight: 557.602
• Mol File: 73521-73-0.mol

Chemical Properties

• CAS DataBase Reference: p-Nitrobenzyl (5R,6R)-3-(2-acetamidoethylthio)-6-[(1S)-1-ethyloxysulphonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: p-Nitrobenzyl (5R,6R)-3-(2-acetamidoethylthio)-6-[(1S)-1-ethyloxysulphonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate(73521-73-0)
• EPA Substance Registry System: p-Nitrobenzyl (5R,6R)-3-(2-acetamidoethylthio)-6-[(1S)-1-ethyloxysulphonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate(73521-73-0)

Safety Data

• Hazardous Substances Data: 73521-73-0(Hazardous Substances Data)

Upstream product

• 368-39-8 triethyloxonium fluoroborate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 73521-63-8 p-nitrobenzyl (5R)-3-(2-acetamidoethylthio)-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate 
• 67007-79-8 PS-5 
• 77058-03-8 (5R,6S)-3-(2-Acetylamino-ethylsulfanyl)-6-ethyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 71730-34-2 p-Nitrobenzyl (5R,6R)-3-(2-acetamidoethylthio)-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 

Relevant articles and documents

STUDIES RELATED TO THE STRUCTURES OF THE OLIVANIC ACIDS MM 13902, MM 4550 AND MM 17880. THREE β-LACTAM ANTIBIOTICS FROM STREPTOMYCES OLIVACEUS

MM 13902, a β-lactam antibiotic isolated from Streptomyces olivaceus, has been identified as (5R,6R)-3--6--7-oxo-1-azabicyclohept-2-ene-2-carboxylic acid (2) by chemical and spectroscopic studies.The related olivanic acids MM 4550 and MM 17880 have been shown to be the corresponding 3-- and 3-(2-acetamidoethylthio)-derivatives (1 and 5), respectively.A number of carboxylate and sulphate esters of 1,2 and 5 have been prepared.A key reaction in the characterisation of 2 was the oxidative degradation of its C-2 monomethyl ester (12) in dimethylsulphoxide to methyl 3--5-pyrrole-2-carboxylate (22).The configuration of the C-6 substituent of 2 was determined by a stereospecific elimination reaction of its ethyl sulphate, p-nitrobenzyl carboxylate (19) to yield the 6-(E)-ethylidene derivative (32).MM 13902 was oxidised to MM 4550 with m-chloroperbenzoic acid.

Carbapenum derivatives, a process for their preparation and their use in pharmaceutical compositions and intermediates

The present invention provides antibiotic compounds of the formula: STR1 and salts and cleavable esters thereof wherein X is a SCH2 CH2 NH2 or YNH-COCH3 group where Y is a SCH2 CH2, trans -