Synthesis, crystal structure, DFT calculations and vibrational properties of methyl(tert-butoxycarbonyl)-L-tyrosinate and methyl(2,2,2-trifluoroacetyl)-L-tyrosinate

Abstract

In this work, methyl(tert-butoxycarbonyl)-L-tyrosinate and methyl(2,2,2-trifluoroacetyl)-L-tyrosinate are synthesized, and their structures are confirmed spectroscopically. Single crystals of these compounds are studied by X-ray diffraction. The optimized molecular structure is determined by density functional theory (DFT) calculations using the B3LYP/6-311G(2d,p) basis set, and the structure is compared with the X-ray structure. Conformational analyses reveal that the experimentally obtained and theoretically predicted structures are consistent with each other. In addition, molecular electrostatic potentials and frontier molecular orbitals of the two compounds are studied by DFT to reveal certain physicochemical properties of the compounds.