128429-34-5

Basic information

• Product Name: ethyl N-benzyl-N-methyloxamate
• Synonyms: ethyl N-benzyl-N-methyloxamate;ethyl 2-(benzyl(methyl)amino)-2-oxoacetate
• CAS NO: 128429-34-5
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.2524
• Mol File: 128429-34-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 319.8°Cat760mmHg
• Flash Point: 147.2°C
• Appearance: /
• Density: 1.128g/cm³
• Vapor Pressure: 0.000331mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: ethyl N-benzyl-N-methyloxamate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N-benzyl-N-methyloxamate(128429-34-5)
• EPA Substance Registry System: ethyl N-benzyl-N-methyloxamate(128429-34-5)

Safety Data

• Hazardous Substances Data: 128429-34-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15NO3/c1-3-16-12(15)11(14)13(2)9-10-7-5-4-6-8-10/h4-8H,3,9H2,1-2H3

Upstream product

• 103-67-3 benzyl-methyl-amine 
• 95-92-1 oxalic acid diethyl ester 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 4755-77-5 Ethyl oxalyl chloride 

Downstream Products

• 134425-29-9 3-(N-benzyl-N-methylcarbamoyl)-5-n-butyl-4-<(2'-cyanobiphenyl-4-yl)methyl>-4H-1,2,4-triazole 
• 134425-28-8 ethyl valerate 5-benzyl-5-methylsemioxamazone 
• 177169-06-1 2-(N-benzyl-N-methylamino)-2-thioxoacetic acid ethyl ester 
• 134425-27-7 5-benzyl-5-methylsemioxamazide 

Relevant articles and documents

2,2,2-Trifluoroethyl Oxalates in the One-Pot Parallel Synthesis of Hindered Aliphatic Oxamides

A simple parallel synthesis approach to unsymmetrical N1,N2-substituted aliphatic oxamides using methyl (2,2,2-trifluoroethyl) oxalate and bis(2,2,2-trifluoroethyl) oxalate was developed. The method was validated on a 52-membered set of the oxamides, derived mainly from hindered primary and secondary aliphatic amines, and gave the products with a high overall success rate in moderate yields.

Pd/C-catalyzed synthesis of oxamates by oxidative cross double carbonylation of amines and alcohols under Co-catalyst, base, dehydrating agent, and ligand-free conditions

This work reports a mild, efficient, and ligand-free Pd/C-catalyzed protocol for the oxidative cross double carbonylation of amines and alcohols. Notably, the reaction does not requires any base, co-catalyst, dehydrating agent, or ligand. Pd/C solves the problem of catalyst recovery, and the catalyst was recycled up to six times.

Nonpeptide angiotensin II antagonists derived from 4H-1,2,4-triazoles and 3H-imidazo[1,2-b][1,2,4]triazoles

By a variety of synthetic routes, we have synthesized a series of 3,4,5- trisubstituted 4H-1,2,4-triazoles and a related series of 3H-imidazo[1,2- b][1,2,4]triazoles and evaluated them in vitro and in vivo as angiotensin II (AII) antagonists. Principal efforts focused on triazoles bearing an n-alkyl substituent at C3 and a 4-[(2-carboxybenzoyl)amino]benzyl, (2'- carboxybiphenyl-4-yl)methyl, or [2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl side chain at N4. Among numerous variations at C5, benzylthio groups gave the best potency. Particularly noteworthy was 3-n-butyl-5-[(2- carboxybenzyl)thio]-4-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-4H-1,2,4- triazole (71, IC50 1.4 nM), which blocked the AII pressor response in conscious rats at 0.3 mg/kg iv with a duration of action of approximately 6 h, similar to that of DuP 753. Although 71 was active orally only at a 10- fold higher dose level, good oral bioavailability was demonstrated for a monoacidic analogue 62. Most potent among the bicyclic derivatives was 2-n- butyl-5,6-dimethyl-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-3H- imidazo[1,2-b][1,2,4]triazole (93, IC50 7.8 nM). The effects of hydrophobic, hydrogen-bonding, and ionic interactions with the AT1 receptor are considered.