Theoretical Insights Elucidate Novel Active Phosphonate Esters — Cephalosporin Antibiotics ’ Intermediate

Content Provider	Semantic Scholar
Author	Sun, Youmin Ren, Huixue Wei, Xiaofeng Zhang, Guiqin
Copyright Year	2016
Abstract	Theoretical insights elucidate a series of active phosphonate esters application in preparation of Cephalosporin antibiotics’ intermediate. The B3LYP/6-311+G(d,p) method was employed to obtain the stable equilibrium geometries including comparing to the AE-active ester. It was found that the Ethyl-aminothiazoly Loximate (AT) molecule fragment is almost planar sheet, but it is almost perpendicular to the plane of phosphoryl ester. Moreover, the calculated Mulliken atomic charge distribution and frontier molecular orbital analysis of these esters showed that the amino N atom connected to the Thiazole ring of the AT had the maximum negative charge, which suggested that this area had high molecular activity. The value of ΔEL-H was energy gap between EHOMO and ELUMO and indicated that compound 6a had high reaction activity. The theory calculation results can explain the reaction mechanism well and predict that the novel active phosphonate ester has a hopeful application prospect in preparation of Cephalosporin antibiotics’ intermediate.
File Format	PDF HTM / HTML
Alternate Webpage(s)	http://file.scirp.org/pdf/OJIC_2016101716180116.pdf
Language	English
Access Restriction	Open
Subject Keyword	Benzocaine Carnitine esters:SCnt:Pt:Tiss:Qn Cephalosporins Esters Hope (emotion) Maxillary right canine abutment Molecular orbital NG-Nitroarginine Methyl Ester Phosphonates Thiazoles
Content Type	Text
Resource Type	Article