2263-53-8Relevant articles and documents
A PROCESS FOR THE PREPARATION OF SOFOSBUVIR INTERMEDIATES and ITS POLYMORPH
-
Page/Page column 6, (2016/12/01)
The present invention provides a novel process for preparation N-[(2,3,4,5,6- Pentafluorophenoxy)phenoxyphosphinyl]-L-alanine 1-methylethyl ester (formula 2) and resolving the formula 2 in the presence base to form N-[(S)-(2,3,4,5,6- Pentafluorophenoxy)phenoxyphosphinyl]-L-alanine 1-methylethyl ester (formula 2').
A mechanistic study of the alkaline hydrolysis of diaryl sulfate diesters
Younker, Jarod M.,Hengge, Alvan C.
, p. 9043 - 9048 (2007/10/03)
Nearly all of the reported studies of reactions of sulfate diesters are for dialkyl or alkyl aryl diesters, which undergo reaction by carbon-oxygen bond fission. Sulfuryl transfer reactions of sulfate diesters (RO-SO 2-OR′) proceeding by attack at sulfur have been little explored. When both ester groups are aryl groups the hydrolysis reaction (sulfuryl transfer to water) occurs by way of attack at sulfur. The alkaline hydrolysis of diaryl sulfate diesters was shown to obey first-order kinetics with respect to [-OH] and proceed through S-O bond fission, in a mechanism that is most likely concerted. Activation parameters for 4-chloro-3-nitrophenyl phenyl sulfate and 4-nitrophenyl phenyl sulfate gave the following respective values: ΔH? = 88.0 ± 0.1 and 84.83 ± 0.06 kJ mol-1 and ΔS? = -37 ± 1 and -50.2 ± 0.5 J mol-1 deg-1. The dependence of the second-order rate constant for hydrolysis on leaving group pKa was analyzed giving a β1g slope of -0.7 ± 0.2 and a Leffler α parameter value of 0.36. A 15k kinetic isotope effect (KIE) for the hydroxide attack on 4-nitrophenyl phenyl sulfate of 1.0000 ±0.0005 and an 18k1g KIE value of 1.003±0.002 were obtained.
Electron Affinities of Fluorinated Phenoxy Radicals
Hernandez-Gil, N.,Wentworth, W. E.,Chen, E. C. M.
, p. 6181 - 6185 (2007/10/02)
The electron-capture coefficients for five fluorophenoxy phenyl ethers have been determined by using "short" pulse intervals.The temperature dependence of the electron-capture coeficients can be used to determine the electron affinities of the molecules a