diethyl 2-(6-(benzyloxy(3,4,5-trimethoxyphenyl)methyl)benzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate | 1161444-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: diethyl 2-(6-(benzyloxy(3,4,5-trimethoxyphenyl)methyl)benzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate
• 英文别名: 2-[Diethoxy(oxido)phosphaniumyl]-1-[6-[phenylmethoxy-(3,4,5-trimethoxyphenyl)methyl]-1,3-benzodioxol-5-yl]ethanol；2-[diethoxy(oxido)phosphaniumyl]-1-[6-[phenylmethoxy-(3,4,5-trimethoxyphenyl)methyl]-1,3-benzodioxol-5-yl]ethanol
• CAS: 1161444-43-4
• 化学式: C₃₀H₃₇O₁₀P
• 分子量: 588.592
• InChiKey: LXHCKUKQXIBWAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  41
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  diethyl 2-(6-(benzyloxy(3,4,5-trimethoxyphenyl)methyl)benzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate 在 2-碘酰基苯甲酸 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以69%的产率得到diethyl 2-(6-(benzyloxy(3,4,5-trimethoxyphenyl)methyl)benzo[d][1,3]dioxol-5-yl)-2-oxoethylphosphonate
  参考文献：
  名称：

  Synthesis of β-ketophosphonates with electron rich β-aryl groups as useful organophosphorus reagents in lignans synthesis

  摘要：

  Investigation of the oxidation reaction of election rich alkoxy substituted beta-aryl beta-hydroxyphosphonates to Corresponding beta-ketophosphonates. which may be Utilized in syntheses of lignans with various oxidizing agents (PCC, PDC, SIBX, CAN, Oxone (R), KMNO4,SiO2, KMNO4/MS 4 angstrom, KMNO4/CuSO4, KMNO4/CuSO4 Al2O3, MnO2, CrO3/SiO2, H2O2/salen) is described. The effect of oxidants and reaction conditions on the reaction efficiency and yield was also investigated. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tet.2009.03.025
• 作为产物：
  描述：

  6-[benzyloxy-(3,4,5-trimethoxyphenyl)-methyl]-benzo[1,3]dioxole-5-carbaldehyde 、 甲基膦酸二乙酯 在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 以78%的产率得到diethyl 2-(6-(benzyloxy(3,4,5-trimethoxyphenyl)methyl)benzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate
  参考文献：
  名称：

  Synthesis of β-ketophosphonates with electron rich β-aryl groups as useful organophosphorus reagents in lignans synthesis

  摘要：

  Investigation of the oxidation reaction of election rich alkoxy substituted beta-aryl beta-hydroxyphosphonates to Corresponding beta-ketophosphonates. which may be Utilized in syntheses of lignans with various oxidizing agents (PCC, PDC, SIBX, CAN, Oxone (R), KMNO4,SiO2, KMNO4/MS 4 angstrom, KMNO4/CuSO4, KMNO4/CuSO4 Al2O3, MnO2, CrO3/SiO2, H2O2/salen) is described. The effect of oxidants and reaction conditions on the reaction efficiency and yield was also investigated. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tet.2009.03.025