In 2022,Ji, Dong-Sheng; Liang, Hui; Yang, Kai-Xuan; Feng, Zhi-Tao; Luo, Yong-Chun; Xu, Guo-Qiang; Gu, Yucheng; Xu, Peng-Fei published an article in Chemical Science. The title of the article was 《Solvent directed chemically divergent synthesis of β-lactams and α-amino acid derivatives with chiral isothiourea》.HPLC of Formula: 5781-53-3 The author mentioned the following in the article:
A protocol for the chem. divergent synthesis of β-lactams I (R1 = Ph, 3-ClC6H4, 2-thienyl, etc.; R2 = Ph, 1-naphthyl, 3-thienyl, 3-indolyl, etc.; R3 = Me, Et, PhCH2) and α-amino esters II with isothiourea catalysis by switching solvents has been developed. The stereospecific Mannich reaction occurring between imines III and zwitterionic enolate intermediates, generated from the catalyst and perfluorophenyl esters IV, followed by intramol. lactamization afforded β-lactams I when dichloromethane and acetonitrile were used as solvents. However, when EtOH was used as the solvent, the intermediates underwent an intermol. esterification reaction, and α-amino acid derivatives II were produced. Detailed mechanistic experiments were conducted to prove that these two kinds of products came from the same intermediates. Furthermore, chem. diversified transformations of β-lactam and α-amino acid derivatives were achieved. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3HPLC of Formula: 5781-53-3)
Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.HPLC of Formula: 5781-53-3
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics