16869-24-2

Usage

Uses

Used in Pharmaceutical Industry:
4-NITROBENZYL BROMOACETATE is used as a key intermediate in the synthesis of various pharmaceutical compounds for its ability to facilitate the creation of complex molecular structures that can exhibit therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, 4-NITROBENZYL BROMOACETATE is utilized as a precursor in the development of new agrochemicals, such as pesticides and herbicides, due to its potential to form active ingredients with desired properties.
Used in Materials Science Research:
4-NITROBENZYL BROMOACETATE is employed as a component in the synthesis of advanced materials, where its reactivity and chemical properties contribute to the development of materials with unique characteristics for various applications.
It is crucial to handle 4-NITROBENZYL BROMOACETATE with care, as its reactivity and potential hazards require proper safety measures during its use in chemical processes and research.

InChI:InChI=1/C9H8BrNO4/c10-5-9(12)15-6-7-1-3-8(4-2-7)11(13)14/h1-4H,5-6H2

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 79-08-3 bromoacetic acid 
• 598-21-0 2-Bromoacetyl bromide 
• 1068-52-6 sodium 2-bromoacetate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 37700-74-6 Z-Ala-OGlyc-ONB 
• 126579-11-1 p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate 
• 84701-02-0 trans-3-ethyl-1-p-nitrobenzyloxycarbonylmethyl-4-phenylthioazetidin-2-one 
• 87996-95-0 racemic (3S,4R)-1-(p-nitrobenzylcarbonyl)methyl-3-((R)-1-t-butyldimethylsilyloxyethyl)-4-triphenylmethylthio-2-azetidinone 
• 142267-56-9 C₄₅H₄₃NO₁₂ 
• 174787-25-8 2,3-butanedione N-(4-nitrobenzyloxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutane)monohydrazone 
• 397887-06-8 5-{(R)-2-[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-nitro-benzyloxycarbonylmethyl)-4-oxo-azetidin-2-yl]-propionyl}-4-oxo-3-phenyl-1-oxa-5-aza-spiro[5.5]undec-2-ene-2-carboxylic acid methyl ester 
• 126579-15-5 p-nitrobenzyl (3S,4R)-3<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-oxoethyl)-1-azetidineacetate 
• 126579-13-3 p-nitrobenzyl (2R,3S)-3-<(R)-1-<(tert-butyldimethylsilyl)-oxy>ethyl>-2-(2,3-dihydroxypropyl)-4-oxo-1-azetidineacetate 
• 126579-17-7 p-nitrobenzyl (2R,3S)-3<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-<(E)-3-nitro-2-propenyl>-4-oxo-1-azetidineacetate 
• 126579-19-9 p-nitrobenzyl (5R,6S)-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-3-(nitromethylene)-7-oxo-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 108789-28-2 p-nitrobenzyl (2S,3S,5R,6S)-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-3-(nitromethyl)-7-oxo-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 126579-16-6 p-nitrobenzyl (2R,3S)-3<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-(2-hydroxy-3-nitropropyl)-4-oxo-1-azetidineacetate 
• 126579-18-8 p-nitrobenzyl (2S,3S,5R,6S)-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-3--7-oxo-1-azabicyclo<3.2.0>heptane-2-carboxylate 

Relevant academic research and scientific papers

Convenient synthesis, antimalarial and antimicrobial potential of thioethereal 1,4-disubstituted 1,2,3-triazoles with ester functionality

This paper elicits the synthesis of twenty five 1,4-disubstituted 1,2,3-triazole analogs (5a–5y) comprising thioether and ester linkages from aryl(prop-2-yn-1-yl)sulfanes and benzyl 2-azidoacetates employing Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition. Structures of synthesized compounds were elucidated by spectroscopic techniques like FTIR, 1H NMR, 13C NMR, and HRMS. Newly synthesized compounds were screened for in vitro antimalarial evaluation against P. falciparum strain and microbicidal potential against B. subtilis, S. epidermidis, E. coli, P. aeruginosa, C. albicans, and A. niger. Some of synthesized triazoles displayed moderate antimalarial activity against tested strain, while, the compounds 5i and 5n were found to exhibit significant inhibitory activity against most of the tested microbial strains.

Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates

A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.

A chiral Br?nsted acid-catalyzed highly enantioselective Mannich-type reaction of α-diazo esters with in situ generated N -acyl ketimines

A chiral phosphoric acid-catalyzed asymmetric Mannich-type reaction of α-diazo esters with in situ generated N-acyl ketimines, derived from 3-hydroxyisoindolinones has been demonstrated in this communication. A variety of isoindolinone-based α-amino diazo esters bearing a quaternary stereogenic center were afforded in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee). Furthermore, the synthetic utility of the products has been depicted by the hydrogenation of the diazo moiety of adducts.

Synthesis and Antimicrobial Evaluation of (1-(2-(Benzyloxy)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl Benzoate Analogues

A convenient one pot synthesis of 20 (1-(2-(benzyloxy)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl benzoate analogues (5a–5t) with ester functionality was carried out via Cu(I) catalyzed click reaction between prop-2-yn-1-yl benzoates and benzyl 2-azidoacetates. The structure of synthesized triazoles were explicated by various spectral techniques like FT-IR, 1H NMR, 13C NMR, and high-resolution mass spectrometry and evaluated for in vitro antimicrobial potential against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Enterobacter aerogenes, Candida albicans, and Aspergillus niger. Most of synthesized triazole derivatives exhibited average to excellent activity against tested microbial strains.

In Situ Generation of Oxazole Ylide and Interception with Sulfonamide: Construction of Amidines Using Two Diazo Molecules

A novel generation of oxazole ylide and interception with sulfonamide have been well developed to construct fully substituted amidines. This copper-catalyzed four-component reaction incorporates two diazo molecules to target amidines and shows broad substrate scope, excellent functional groups tolerance and good to excellent yields.

Organocatalyzed Direct Aldol Reaction of Silyl Glyoxylates for the Synthesis of α-Hydroxysilanes

A novel organocatalyzed direct aldol reaction of aldehydes to silyl glyoxylates is disclosed. This method provides an efficient route to α-hydroxysilanes with excellent enantioselectivities (up to 99% ee) and high diastereoselectivities (up to >20:1 dr). In the new activation model of silyl glyoxylates, the hydrogen bond is critical to the reaction. A carbonyl group directly attached to silicon in acylsilanes could be activated by coordination to the proton of hydroxyl and carboxylic acid via a hydrogen bond. Moreover, commercially available cis-l-4-hydroxyproline is an ideal organocatalyst for activating both aldehydes and acylsilanes.

Click synthesis of some mono/bis 1,2,3-triazoles with ester linkage and their microbicidal activity

Synthesis of some new 1,4-disubstituted 1,2,3-triazoles with ester functionality is reported employing Cu(I) catalyzed Huisgen [3+2] cycloaddition reaction of prop-2-yn-1-yl benzoates with 1,4-phenylenebis(methylene) bis(2-azidoacetate) and benzyl 2-azidoacetates. The synthesized compounds were well characterized through FTIR, 1H NMR, 13C NMR and HRMS. Further, the synthesized triazole derivatives were accessed for in vitro antimicrobial activity against one Gram-positive bacterial strain Staphylococcus aureus, three Gram-negative bacterial strains Escherichia coli, Klebsiella pneumoniae, Enterobacter aerogenes and two fungi Candida albicans and Aspergillus niger. Few of the synthesized disubstituted 1,2,3-triazoles displayed moderate to good inhibitory activity against tested microbial strains.

COMPOUND HAVING RADIOACTIVE TECHNETIUM BINDING SITE, AND RADIOACTIVE TECHNETIUM COMPLEX THEREOF

PROBLEM TO BE SOLVED: To provide a radioactive technetium complex which enables a hypoxia area in a living body to be visualized. SOLUTION: The present invention provides a compound represented by a predetermined structural formula and having a radioactive technetium binding site, or salt thereof, a radioactive technetium complex thereof, a radioactive pharmaceutical composition comprising the same, and a kit used for the preparation of the same. COPYRIGHT: (C)2015,JPO&INPIT

2,3-Dihydro-4H-1,3-oxazin-4-ones, novel auxiliaries for the stereoselective synthesis of 1β-methylcarbapenems

Dihydrooxazinones 9, prepared from benzylcyanide in two steps serve as efficient auxiliaries for the stereoselective synthesis of β-methylcarbapenem intermediate 2. Reformatsky-type reactions of 4-acetoxyazetidinone with α-bromopropionyl dihydrooxazinone 10 provided β-methylazetidinones 4 in high diastereoselectivities. The auxiliaries 9 were also easily removed in the Dieckmann cyclization leading to β-methylcarbapenem skeletons. Practical synthesis of β-methylenolphosphates 2 from 4-acetoxyazetidinone 3 was achieved in three steps (61-77% overall yield).

3-Phosphonium and 3-phosphoranylidenecephems

This invention relates to novel 7-acylamino-3-vinylcephalosporanic acid derivatives of high antimicrobial activity, to processes for preparation thereof from novel intermediates, and to said intermediates of the formula: STR1 in which RA is a group of the formula: STR2 wherein R1 is amino-substituted-heterocyclic group which may have halogen, protected amino-substituted-heterocyclic group which may have halogen, or a group of the formula: STR3 wherein R3 is lower alkyl, R8 is aryl, A is lower alkylene which may have a substituent selected from the group consisting of amino, a protected amino group, hydroxy, oxo and a group of the formula: wherein R4 is hydrogen, cyclo(lower)alkenyl, lower alkynyl, lower alkenyl, lower alkenyl substituted by carboxy or a protected carboxy group, lower alkyl, or lower alkyl substituted by one or more substituent(s) selected from carboxy, a protected carboxy group, amino, a protected amino group, cyano, phosphono, a protected phosphono group and a heterocyclic group which may have suitable substituent(s), Ra is a protected amino group, Rb is a protected carboxy group, RB is a group of the formula: wherein R7 is aryl, and X2 and X3 are each halogen, and R2 is carboxy or a protected carboxy group, provided that, when RA is a group of the formula: R8 --CH=N--, wherein R8 is as defined above, then RB is a group of the formula: wherein R7 and X3 are each as defined above, or a salt thereof.