59571-38-9

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Ionic liquids based on oxalic acid mono amides

The present invention relates to monosubstituted oxalic acid amides of the general formula (I) ????????[A]+ [O-C(O)-C(O)-X]-?????(I) wherein the meaning is for [A]+ a cation made from an organic moiety A having a formally positively charged heteroatom selected from the group consisting of nitrogen, phosphorus and sulfur and X is the group -NRaRb, wherein Ra and Rb are the same or different and are independently from each other hydrogen or a C1 to C30 organic residue with the proviso that at least one of Ra and Rb is a C1 to C30 organic residue.

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.

NOVEL USES OF ESTERAMIDE COMPOUNDS

The use of an esteramide compound, alone or as a mixture 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 hydrocarbon group having from 1 to 36 carbon atoms,R2 and R3, either identical or different, are groups selected from a hydrogen atom and optionally substituted hydrocarbon groups comprising from 1 to 36 carbon atoms,R2 and R3 may form together a ring having the nitrogen atom to which they are bound, said ring being, if need be, substituted and/or having an additional heteroatom andR2 and R3 not being simultaneously hydrogens. Also described, are applications for using the esteramide compound as a solvent, a co-solvent, a coalescence agent, a crystallization inhibitor, a plasticizer or an agent for increasing biological activity.

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.

A FACILE, CONVENIENT AND SELECTIVE HOMOLYTIC CARBAMOYLATION OF HETEROAROMATIC BASES

The oxidative decarboxylation of monoamides of oxalic acid provides carbamoyl radicals, which are useful for the selective carbamoylation of protonated heteroaromatic bases; this reaction represents the first general and selective method for the N-alkyl or N-arylcarbamoylation of heteroaromatic bases.Compared to alkoxycarbonylation, this reaction is much more effective and selective, owing to more favourable polar and enthalpic effects.The importance of the steric effects is also emphasized.