Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 591-54-8, is researched, SMILESS is C1=CN=CN=C1N, Molecular C4H5N3Preprint, ChemRxiv called Racemization-free synthesis of dipeptide, amide and ester by oxalyl chloride and catalytic triphenylphosphine oxide, Author is Ren, Ji-Wei; Tong, Meng-Nan; Zhao, Yu-Fen; Ni, Feng, the main research direction is dipeptide amide ester synthesis racemization steric hindrance functional group; peptide coupling amidation esterification triphenylphosphine oxide catalyst; amidation esterification reaction mechanism NMR.Application of 591-54-8.
An efficient triphenylphosphine oxide (Ph3PO) catalyzed amidation and esterification reaction for rapid synthesis of a series of dipeptides, amides and esters under mild condition is described. This reaction is applicable to challenging couplings of hindered carboxylic acid with low nucleophilic amine or alc., giving products in good yields (67-90%) without any racemization. This system employs highly reactive intermediate Ph3PCl2 as activator of carboxylate, in a catalytic manner, and drive the reaction to complete in short reaction time (less than 10 min). It has the advantages of good functional group tolerance, broad substrate scope and good atom-economy. A 100 mmol scale reaction with good yield shed light on its potential for industrial application. A plausible mechanism is proposed based on 31P NMR monitor of reaction process.
There is still a lot of research devoted to this compound(SMILES：C1=CN=CN=C1N)Application of 591-54-8, and with the development of science, more effects of this compound(591-54-8) can be discovered.