N-phosphoryl Amino Acid Hydrolysis And Acrylamide Institutions Like The Theoretical Study Of The Isomerization

The hydrolysis of N-(O,O'-diisopropyl) phosphoryl amino acids and the dephosphorylation which happens to hydrolysis product were studied with Gaussian 03W. The hydrolysis of N-(O,O'-diisopropyl) phosphoryl amino acids could occur easily under mild condition and then the dephosphorylation happens to hydrolysis product. This path may experience intramolecular cyclization process. The carboxyl group and phosphoryl group could interact to form intramolecular mixed carboxylic-phosphoric anhydride with a pentacoordinate phosphorus structure. This pentacoordinate phosphorus intermediate was important for the self-catalysis reactions. Experimentally some analogs of sililated pentacoordinate phosphorus were obtained. This paper disclosured the path of intramolecular cyclization, hydrolysis of the pentacoordinate phosphorus intermediate, ring-opening process and two steps of dephosphorylation. The hydrolysis of the pentacoordinate and the tetracoordinate phosphorus were campared. The potential energy shows that hydrolysis of the pentacoordinate phosphorus intermediate needs to overcome the lower energy barriers than that of the hydrolysis of tetracoordinate phosphorus. The calculation results are consistent with the experimental fact.(E)-N-(4-aminobutyl)-3-(3-hydroxy-4-methoxyphenyl) acrylamide was extracted in the n-Bu-OH phase of Solanaceae. Its conformations and the transition state of isomerization of cis- and trans-isomers were calculated with Gaussian03. The potential energy shows that the transformation of cis- and trans-isomerization is fast. The statistic thermodynamics analysis shows that the cis-isomerization has the most propotion. The NMR of cis- and trans-isomers were calculated at B3LYP/6-311+G(2d,p) level using the GIAO method. Statistical error analysis for theoretical values versus experimental values was discussed with Origin. The result shows the theoretical values of cis-isomer are more close to the experimental values than trans-isomer. This result confirms the theoretical guess.Many softwares in chemical field were developed with the development of the computer software technology, such as the well-known ChemOffice, ChemSketch and Gaussian. Whereas the softwares are used more and more widely in chemistry laboratory, the multimedia software was developed. The multimedia softwares included ChemDraw 8.0, ChemWindow Spectroscopy 6.0, ACD/ ChemSketch 8.0, Origin 7.5, the quantum chemistry software Gaussian03W including graph interface GaussViewW3.0 and HyperChem 7.5.