93711-81-0

Basic information

• Product Name: 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(diphenoxyphosphinyl)oxy]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4-nitrophenyl)methyl ester
• CAS NO: 93711-81-0
• Molecular Formula: C29H27N2O10P
• Molecular Weight: 594.515
• Mol File: 93711-81-0.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(diphenoxyphosphinyl)oxy]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4-nitrophenyl)methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(diphenoxyphosphinyl)oxy]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4-nitrophenyl)methyl ester(93711-81-0)
• EPA Substance Registry System: 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(diphenoxyphosphinyl)oxy]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4-nitrophenyl)methyl ester(93711-81-0)

Safety Data

• Hazardous Substances Data: 93711-81-0(Hazardous Substances Data)

Usage

Chemical structure

A complex molecule with a bicyclic ring containing a nitrogen atom, a carboxylic acid group, and a nitrophenyl group.

Methyl ester derivative

The compound is derived from a carboxylic acid by replacing the hydroxyl group with a methyl group.

Diphenoxyphosphinyl group

A functional group consisting of two phenoxy groups attached to a phosphorus atom.

Hydroxyethyl group

A functional group containing an ethyl group with a hydroxyl group attached.

Methyl ketone group

A functional group containing a carbonyl group bonded to a methyl group.

Upstream product

• 90822-23-4 (3S,4R)-3-<(1R)-1-hydroxyethyl>-4-<(1R)-1-methyl-3-p-nitrobenzyloxycarbonyl-2-oxopropyl>-2-azetidin-2-one 
• 93711-85-4 (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid 
• 90822-22-3 (3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-methyl-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl>azetidin-2-one 
• 90822-24-5 (γR,2R,3S)-α-diazo-3-[(1R)-1-hydroxyethyl]-γ-methyl-β,4-dioxo-2-azetidinebutanoic acid (4-nitrophenyl)methyl ester 
• 105995-50-4 magnesium 4-nitrobenzyl malonate 
• 77359-11-6 propanedioic acid mono[(4-nitrophenyl)methyl] ester 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 90822-25-6 p-nitrobenzyl (1R,5S,6S)-6-<(R)-1-hydroxyethyl>-1-methyl-2-oxo-carbapanem-3-carboxylate 
• 1499-21-4 Diphenylphosphinic chloride 
• 104873-15-6 4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]-heptane-2-carboxylate 
• 101765-69-9 (S)-2-{(2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-thiopropionic acid S-phenyl ester 
• 86978-81-6 Acetic acid (2R,3R)-3-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-1-trimethylsilanyl-azetidin-2-yl ester 
• 90776-58-2 (S)-2-{(2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-propionic acid 
• 83973-55-1 (2R,4S,5R,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester 

Downstream Products

• 97033-03-9 (4R,5S,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 96036-02-1 p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-6-<(1R)-1-hydroxyethyl>-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate 
• 185736-80-5 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-[2-((S)-1-oxo-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-81-6 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[2-((S)-3-methyl-1-oxo-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-59-8 (4R,5S,6S)-3-[2-((S)-3,3-Dimethyl-1-oxo-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-82-7 (4R,5S,6S)-3-[2-((S)-3-Ethyl-3-methyl-1-oxo-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-83-8 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[2-((S)-3-methyl-1-oxo-3-propyl-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-85-0 (4R,5S,6S)-3-[2-((S)-3-Cyclopropyl-1-oxo-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-86-1 (4R,5S,6S)-3-[2-((S)-3-Cyclopropyl-3-methyl-1-oxo-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 185736-84-9 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-[2-((S)-3-methyl-1-oxo-3-phenyl-tetrahydro-pyrrolo[1,2-c]imidazol-2-yl)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 192883-80-0 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-7-oxo-3-(piperidine-1-carbothioylsulfanyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 268541-94-2 p-nitrobenzyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-2-[[N-(4-hydroxymethylbenzyl)-N-methyl]aminothiocarbonylthio]-1-methyl-1-carbapen-2-em-3-carboxylate 
• 206117-20-6 (4R,5S,6S)-3-[(3S,5S)-5-Difluoromethylsulfanylmethyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 

Relevant articles and documents

AN IMPROVED PROCESS FOR THE PREPARATION OF MEROPENEM

The present invention provides an improved process for the preparation of methyl carbapenem derivative of formula (I) or its pharmaceutically acceptable salts or hydrates thereof in a pure form.

PROCESS FOR THE PREPARATION OF CARBAPENEM COMPOUNDS

The present invention relates to a process for the preparation of carbapenem compound of Formula (I), wherein P1 is hydrogen or a carboxyl protecting group, P3 is hydrogen or a hydroxyl protecting group, R1 is C1-3 alkyl, and A is selected from a group consisting of a) Formula (II), b) Formula (III), c) Formula (IV), d) Formula (V), e) Formula (VI), f) Formula (VII), wherein P2 is hydrogen or an amino protecting group, R2 and R3 may be same or different and are hydrogen, C1-5 alkyl, optionally substituted aryl, or optionally substituted heteroaryl, and X1 is O or S, or its stereoisomers, or salts thereof.

IMPROVED METHOD FOR THE CRYSTALLIZATION OF INTERMEDIATES OF CARBAPENEM ANTIBIOTICS

The present invention relates to an azetidinone compound extremely useful as a common intermediate for the synthesis of 1β-methylcarbapenem compounds. The present invention provides a crystallization method to obtain a crystal which has a higher quality and a higher stability than a conventional crystal and is excellent in filterability at the time of recovering crystal; an azetidinone compound having a low content of impurity; and an azetidinone compound which has a controlled particle size distribution of crystals and improved handleability and stability. The crystallization is carried out by adding a hydrocarbon solvent to a solution in which an azetidinone compound extremely useful as a common intermediate for the synthesis of 1β-methylcarbapenem compounds is dissolved in the presence of a seed crystal in an amount of 200% by weight or less based on the weight of the azetidinone compound. According to the method, the crystal having a high quality and a high stability and excellent filterability at the time of recovering the crystal can be obtained.