91921-98-1

Basic information

• Product Name: [1-(2,4-dimethoxy-benzyl)-4-oxo-2-azetidinyl]-acetic acid
• Synonyms: [1-(2,4-dimethoxy-benzyl)-4-oxo-2-azetidinyl]-acetic acid
• CAS NO: 91921-98-1
• Molecular Weight: 279.293
• Mol File: 91921-98-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [1-(2,4-dimethoxy-benzyl)-4-oxo-2-azetidinyl]-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [1-(2,4-dimethoxy-benzyl)-4-oxo-2-azetidinyl]-acetic acid(91921-98-1)
• EPA Substance Registry System: [1-(2,4-dimethoxy-benzyl)-4-oxo-2-azetidinyl]-acetic acid(91921-98-1)

Safety Data

• Hazardous Substances Data: 91921-98-1(Hazardous Substances Data)

Upstream product

• 91922-00-8 ethyl (RS)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-2-ylacetate 
• 91921-99-2 1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylic acid 
• 91921-97-0 (4RS)-4-diazoacetyl-1-(2,4-dimethoxybenzyl)azetidin-2-one 

Downstream Products

• 94271-41-7 (S)-phenyl (+/-)-<1-(2,4-dimethoxybenzyl)-4-oxoazetidin-2-yl>thioacetate 
• 112545-54-7 (+/-)-1-(2,4-dimethoxybenzyl)-4-hydroxyethylazetidin-2-one 
• 94271-73-5 2-Diazo-4-[1-(2,4-dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-benzyl ester 
• 81946-79-4 4-[3-(p-nitrobenzyloxycarbonyl)-3-diazo-2-oxopropyl]-azetidin-2-one 
• 81946-80-7 p-nitrobenzyl (3RS,5RS)-2-oxocarbapenam-3-carboxylate 
• 94271-60-0 (4-Oxo-azetidin-2-yl)-acetic acid benzhydryl ester 
• 81946-78-3 4-[3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl]-azetidin-2-one 
• 71311-00-7 S-phenyl <1-<(p-nitrobenzyloxycarbonyl)(triphenylphosphoranediyl)methyl>-4-oxoazetidin-2-yl>thioacetate 
• 76127-66-7 4-<<(Phenylthio)carbonyl>methyl>azetidin-2-one 
• 104429-99-4 [1-(2,4-Dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-acetic acid benzhydryl ester 
• 94271-74-6 4-[1-(2,4-Dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-benzyl ester 

Relevant articles and documents

SIMPLE AND CONDENSED β-LACTAMS. PART 8. The Preparation and Reactions of Some 4-Oxoazetidin-2-ylacetic Acid Derivatives, and a Synthesis of p-Nitrobenzyl (5RS,6SR)-2-(2-Formylaminoethylthio)-6-(2-methyl-1,3-dioxolan-2-yl)carbapen-2-em-3-carboxylate, a Compound Related to the Antibiot...

The acetic acid derivatives (2c, d, i, and k) were prepared by irradation of the diazomethyl ketones (1a) and (1b) in ethanol, and in dichloromethane - benzenethiol mixtures, respectively.These and related compounds of type (2) were N-deprotected by the peroxidisulphate oxidation method.The side chains in position 2 of some compounds of type (2) were reduced with borohydride to give (2-hydroxyethyl) derivatives of type (4).N-Deprotected compounds of type (2) were converted by the established method into the phosphoranes (5c), (5i), and (5m).Thermal ring closure of phosphorane (5c) furnished the carbapen-2-em-3-carboxylate (7a) which was converted via sulphoxide (7b) into compound (8).

Azetidinone acetic acid derivatives and process for the preparation thereof

The invention relates to compounds of the general formula (X) STR1 wherein R is as a removable protecting substituent of the amido group a phenyl group or a benzyl group substituted by one or more alkoxy group(s) having 1-4 carbon atoms and R1 stands for a hydrogen atom or an alkyl group having 1-4 carbon atoms and a process for the preparation thereof. The compounds of the general formula (X) can be prepared from the starting materials of the general formula (V), wherein R and R1 are as stated above and Z is an alkyl group having 1-4 carbon atoms. The compounds of the general formula (X) are useful pharmaceutical intermediates which can be used in the preparation of known antibiotics (e.g. Thienamycin and PS-5).