title: [Study on the phosphorylaions reaction between ethyl salicylate and DEPH].
abstract: Atherton-Todd reaction has been extensively applied to the synthesis of phosphates and phosphoroamidates. Under Atherton-Todd reaction conditions, dialkyl phosphites were probably transformed into diakyl phosphorochloridates. We have tried to use Atherton-Todd reaction to synthesize phosphate of salicylic-acid. But when the -COOH of salicylic acid was under unprotected, the yield was quite low. It was found that the -COOH possibly participated in the reaction. The competitive reaction between the -COOH and -OH of salicylic acid probably existed. In order to understand the detail mechanism, ethyl-salicylate was selected to be phosphorylated In the end, ethyl-salicylate successfully phosphorylated by modification of the classical Atherton-Todd procedure through dropping the DEPH and tetrachloromethane into the mixed solution of ethyl-salicylate, triethylamine and dioxane with good yields. The structures were elucidated by NMR and ESI/MS/MS data.
authors.affiliation: Chemistry Department, Zhengzhou University, Zhengzhou, China.
authors.forename: Xiao-lan
authors.initials: XL
authors.lastname: Chen
authors.forename: Xin-cheng
authors.initials: XC
authors.lastname: Liao
authors.forename: Jian-sha
authors.initials: JS
authors.lastname: Lu
authors.forename: Lei
authors.initials: L
authors.lastname: Guo
authors.forename: Ling-bo
authors.initials: LB
authors.lastname: Qu
authors.forename: Yu-fe
authors.initials: YF
authors.lastname: Zhao
mesh_terms: D008958:Models, Molecular; D010766:Phosphorylation; D011073:Polyamines / Q000737:chemistry*; D012459:Salicylates / Q000737:chemistry*; D013055:Spectrophotometry, Infrared / Q000379:methods*; D014862:Wasp Venoms / Q000737:chemistry*
chemical_list: D011073:Polyamines; D012459:Salicylates; D014862:Wasp Venoms; C069952:dephenol-PTX-4.3.3; C041835:ethyl salicylate