149621-25-0

Basic information

• Product Name: methyl 2-(3-nitrophenyl)-2-oxoacetate
• Synonyms: methyl 2-(3-nitrophenyl)-2-oxoacetate
• CAS NO: 149621-25-0
• Molecular Weight: 209.158
• Mol File: 149621-25-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: methyl 2-(3-nitrophenyl)-2-oxoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(3-nitrophenyl)-2-oxoacetate(149621-25-0)
• EPA Substance Registry System: methyl 2-(3-nitrophenyl)-2-oxoacetate(149621-25-0)

Safety Data

• Hazardous Substances Data: 149621-25-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 13651-07-5 2,2-dibromo-1-(3-nitrophenyl)ethan-1-one 
• 3034-94-4 3-nitrophenylacetylene 
• 121-89-1 3-Nitroacetophenone 
• 96-36-6 methyl phosphite 
• 6890-77-3 3-nitrophenylglyoxal 
• 611-73-4 Benzoylformic acid 
• 6330-40-1 2-(3-nitrophenyl)-2-oxoacetic acid 
• 74-88-4 methyl iodide 
• 13305-10-7 m-nitro methyl mandelate 

Downstream Products

• 1224699-69-7 (S)-methyl 2-hydroxy-2-(3-nitrophenyl)-4-oxopentanoate 

Relevant articles and documents

Copper catalyzed photoredox synthesis of α-keto esters, quinoxaline, and naphthoquinone: Controlled oxidation of terminal alkynes to glyoxals

Herein, we report a facile visible light induced copper catalyzed controlled oxidation of terminal CC alkynes to α-keto esters and quinoxalines via formation of phenylglyoxals as stable intermediates, under mild conditions by using molecular O2 as a sustainable oxidant. The current copper catalysed photoredox method is simple, highly functional group compatible with a broad range of electron rich and electron poor aromatic alkynes as well as aliphatic alcohols (1°, 2° and 3° alcohols), providing an efficient route for the preparation of α-keto esters (43 examples), quinoxaline and naphthoquinone with higher yields than those in the literature reported thermal processes. Furthermore, the synthetic utility of the products has been demonstrated in the synthesis of two biologically active molecules, an E. coli DHPS inhibitor and CFTR activator, using the current photoredox process. In addition, we applied this methodology to the one-pot synthesis of a heterocyclic compound (quinoxaline, an FLT3 inhibitor) by trapping the intermediate phenylglyoxal with O-phenylenediamine. The intermediate phenylglyoxal can also be isolated and further reacted with an internal alkyne to form naphthoquinone. This process can be readily scaled up to the gram scale.

CFTR REGULATORS AND METHODS OF USE THEREOF

Provided herein are compounds that activate CFTR and methods for treating constipation, dry eye disorders, and other diseases and disorders..

2-Oxo promoted hydrophosphonylation & aerobic intramolecular nucleophilic displacement reaction

Highly efficient catalyst free methods for the synthesis of α-hydroxy-β-oxophosphonates and α-oxoesters have been described. The existence of a 2-oxo group in α-oxoaldehydes is a key factor in promoting the reaction of the tervalent phosphite form towards 2-oxoaldehydes in the synthesis of α-hydroxy-β-oxophosphonates. The in situ activated α-C-H atom of α-hydroxy-β-oxophosphonates sustains aerobic intramolecular nucleophilic displacement in a curious way to produce α-oxoester.