Author(s)

Youmin Sun^*, Huixue Ren, Xiaofeng Wei, Guiqin Zhang

School of Municipal and Environmental Engineering, Shandong Jianzhu University, Jinan, China.

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.

Active Phosphonate Ester, Activity, Density Functional Theory, Molecular Orbital, Cephalosporin Antibiotics’ Intermediate

Sun, Y. , Ren, H. , Wei, X. and Zhang, G. (2016) Theoretical Insights Elucidate Novel Active Phosphonate Esters—Cephalosporin Antibiotics’ Intermediate. Open Journal of Inorganic Chemistry, 6, 219-228. doi: 10.4236/ojic.2016.64017.