114342-03-9

Usage

Molecular structure

A heterocyclic compound containing a four-membered ring with nitrogen and a phenylmethyl ester group.

Chemical class

Phenylmethyl esters.

Derivative

Of azetidineacetic acid.

Derivative

A compound that is structurally similar to another compound, from which it is derived by modification or substitution of certain functional groups. In this case, 1-Azetidineacetic acid, 2-oxo-, phenylmethyl ester is derived from azetidineacetic acid by attaching a phenylmethyl ester group.

Potential applications

Synthesis of pharmaceutical intermediates or as a reagent in organic reactions.

Four-membered ring

The azetidineacetic acid structure contains a small ring with four atoms.

Nitrogen content

The four-membered ring includes a nitrogen atom.

Phenylmethyl ester group

A common structural motif in organic chemistry and pharmaceuticals, consisting of a phenyl group (a six-membered aromatic ring) attached to a methyl group (a single carbon atom with three hydrogen atoms) through an ester bond.

Heterocyclic compound

A compound containing a ring structure with at least one atom other than carbon, such as nitrogen in this case.

Upstream product

• 130676-99-2 benzyl (3-bromopropionamido)acetate 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 135727-36-5 benzyl 3-iodopropionamidoacetate 

Downstream Products

• 122723-81-3 Benzyl <2-²H2>-2-(2-Oxoazetidin-1-yl)acetate 
• 130677-11-1 (2S,3R)-4-nitrobenzyl 5-(4-bromophenylsulphonylamino)-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 
• 130677-11-1 threo-4-nitrobenzyl 5-(4-bromophenylsulphonylamino)-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 
• 130793-34-9 (2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 
• 130793-33-8 (2S,3R)-benzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 
• 112240-59-2 proclavaminic acid 
• 112240-59-2 threo-5-amino-3-hydroxy-2-(2-oxoazetidin-1-yl)valeric acid 
• 112240-59-2 erythro-5-amino-3-hydroxy-2-(2-oxoazetidin-1-yl)valeric acid 
• 130677-10-0 (2S,3R)-4-bromobenzyl 5-(4,5-bismethoxycarbonyl-1,2,3-triazol-1-yl)-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 
• 130677-08-6 4-bromobenzyl (2-oxoazetidin-1-yl)acetate 
• 134307-78-1 erythro Benzyl 5-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-<2-²H,3-¹³C>-3-hydroxy-2-(2-oxoazetidin-1-yl)pentanoate 
• 134307-78-1 threo Benzyl 5-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-<2-²H,3-¹³C>-3-hydroxy-2-(2-oxoazetidin-1-yl)pentanoate 
• 112240-59-2 5-amino-3-hydroxy-2-(2-oxoazetidin-1-yl)valeric acid 
• 135727-39-8 C₂₃H₂₅⁽²⁾HN₂O₆ 

Relevant academic research and scientific papers

A minimalistic approach to identify substrate binding features in B1 Metallo-β-lactamases

The 2-oxoazetidinylacetate sodium salt was synthesized as a model of a minimal β-lactam drug. This compound and the monobactam aztreonam were assayed as substrates of the Metallo-β-lactamase BcII. None of them was hydrolyzed by the enzyme. While the azeti

ISOLATION OF DIHYDROCLAVAMINIC ACID, AN INTERMEDIATE IN THE BIOSYNTHESIS OF CLAVULANIC ACID

A primary isotope effect was utilised in an in vitro study to allow the isolation and characterisation of an intermediate between proclavaminic acid and clavaminic acid, in clavulanic acid biosynthesis.

Studies on the Biosynthesis of Clavulanic Acid. Part 4. Synthetic Routes to the Monocyclic β-Lactam Precursor, Proclavaminic Acid

Aldol condensation of 3-substituted propionaldehydes with the lithium enolate of ethyl or benzyl(2-oxoazetidin-1-yl)acetate yielded derivatives of proclavaminic acid.The proportion of the threo diastereoisomer in the aldol product could be increased by th

Isolation of an Intermediate in Clavulanic Acid Biosynthesis

The operation of a primary isotope effect was utilised to enable a hitherto unknown intermediate in clavulanic acid biosynthesis to be isolated and characterised.