Use of bis[2-(trialkylsilyl)ethyl]N,N-dialkylphosphoramidites for the synthesis of phosphate monoesters
作者:Kenneth C. Ross、Daniel L. Rathbone、William Thomson、Sally Freeman
DOI:10.1039/p19950000421
日期:——
Without isolation, these were oxidised to the corresponding phosphate triesters 9a–h with m-chloroperoxybenzoic acid. Treatment of the triesters 9a–h with tetrabutylammonium fluoride removes only one 2-(trialkylsilyl)ethyl group to give the diesters 10a–h, whereas treatment with a solution of hydrofluoric acid in acetonitrile–water gives the phosphate monoesters 11a–e.
的双[2-(三甲基硅烷基)乙基] Ñ,Ñ -dialkylphosphoramidites图7a和b和双[2-(甲基二)乙基] Ñ,Ñ -dialkylphosphoramidites 6A和b已经制备由反应Ñ,Ñ -dialkylphosphorochloridites 5A和b用适当的2-(三烷基甲硅烷基)乙醇。在1 H-四唑存在下,亚磷酰胺6a,b和7a,b磷酸化的MeOH,PhCH 2 OH,PhCH2 CH 2 OH中,Me(的PhCH 2 CH 2)CHOH,2,3,4,5,6-五- ö苄基肌-肌醇和BU吨OH,得到亚磷酸酯8A-H 。无需分离,将这些氧化成相应的磷酸三酯9A-H与米氯过氧苯甲酸。用氟化四丁基铵处理三酯9a-h仅除去一个2-(三烷基甲硅烷基)乙基,得到二酯10a-h,而用氢氟酸的乙腈-水溶液处理则得到磷酸单酯11a-e。