59571-38-9

Basic information

• Product Name: Acetic acid, (dimethylamino)oxo-, methyl ester
• Synonyms: N.N-Dimethyl-oxamidsaeure-methylester;dimethyl-oxalamic acid methyl ester;Oxalsaeuremethylesterdimethylamid;Dimethyl-oxalamidsaeure-methylester;Acetic acid,(dimethylamino)oxo-,methyl ester
• CAS NO: 59571-38-9
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.13000
• Mol File: 59571-38-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 154.0±23.0 °C(Predicted)
• Density: 1.102±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Acetic acid, (dimethylamino)oxo-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, (dimethylamino)oxo-, methyl ester(59571-38-9)
• EPA Substance Registry System: Acetic acid, (dimethylamino)oxo-, methyl ester(59571-38-9)

Safety Data

• Hazardous Substances Data: 59571-38-9(Hazardous Substances Data)

Upstream product

• 5781-53-3 monomethyl oxalyl chloride 
• 506-59-2 N,N-dimethylammonium chloride 
• 124-40-3 dimethyl amine 
• 553-90-2 Dimethyl oxalate 
• 67-56-1 methanol 
• 50680-54-1 dimethylcarbamoylformylchloride 

Downstream Products

• 32833-96-8 N,N-dimethyloxamic acid 
• 1334176-92-9 cyclohexyl 2-(dimethylamino)-2-oxoacetate 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of α-Keto Amides; Highly Enantioselective Formation of Malic Acid Diamides and α-Hydroxyamides

The asymmetric transfer hydrogenation (ATH) of α-keto-1,4-diamides using a tethered Ru/TsDPEN catalyst was achieved in high ee. Studies on derivatives identified the structural elements which lead to the highest enantioselectivities in the products. The α-keto-amide reduction products have been converted to a range of synthetically valuable derivatives.

NOVEL ESTERAMIDE COMPOUNDS, METHODS FOR PREPARING SAME, AND USES THEREOF

An esteramide compound of the following formula (I): [in-line-formulae]R1OOC-A-CONR2R3??(I)[/in-line-formulae] is described, wherein: A is a covalent bond or a methylene group —CH2—;R1 is an optionally substituted, saturated or unsaturated aliphatic or cycloaliphatic hydrocarbon group including from 5 to 36 carbon atoms,R2 and R3, either identical or different, are groups selected from a hydrogen atom, and optionally substituted hydrocarbon groups, preferably including from 1 to 36 carbon atoms, andR2 and R3 not being simultaneously hydrogen atoms. Also described, are applications for using the esteramide compound, notably as a solvent.

Heterocyclic lithium amides as chiral ligands for an enantioselective hydroxyalkylation with n-BuLi

(Chemical Equation Presented) Chiral heterocyclic structures based on 3-aminopyrrolidines (3APs), 3-aminotetrahydrothiophens (3ATTs), and 3-aminotetrahydrofurans (3ATFs) have been synthesized. The corresponding lithium amides have been evaluated as chiral ligands in the condensation of n-BuLi on o-tolualdehyde. The returned levels of induction were in the 46-80% ee range. The cheap and easily prepared 3ATFLi's turned out to be also the best ligands, giving access to the expected R or S alcohols in a same 80% level of induction at -78°C in THF. In all cases, the sense of induction depends on the absolute configuration of C8 on the 3-amino appendage. A general concept is proposed to rationalize the process of induction in the presence of organolithium species.