1,3-dibenzyl-2-phosphonooxy citrate | 161912-07-8

• 英文名称: 1,3-dibenzyl-2-phosphonooxy citrate
• 英文别名: 4-(Benzyloxy)-2-[2-(benzyloxy)-2-oxoethyl]-4-oxo-2-(phosphonooxy)butanoic acid；4-oxo-2-(2-oxo-2-phenylmethoxyethyl)-4-phenylmethoxy-2-phosphonooxybutanoic acid
• CAS: 161912-07-8
• 化学式: C₂₀H₂₁O₁₀P
• 分子量: 452.354
• InChiKey: MPFUYPYNUVSJFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  156.66
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1,3-dibenzyl-2-phosphonooxy citrate 在 palladium on activated charcoal 氢气 作用下， 生成 2-(膦氧基)丙烷-1,2,3-三羧酸
  参考文献：
  名称：

  Synthesis via a cyclic dioxatrichlorophosphorane of 1,3-dibenzyl-2-phosphonooxy citrate

  摘要：

  Phosphorylation of tribenzyl citrate with PCl5 proceeds via a cyclic dioxatrichlorophosphorane and results in the formation of 1,3-dibenzyl-2-phosphonooxy citrate. A mechanism for the phosphorylation and ester hydrolysis is proposed and the usefulness of the diester for producing triesters is discussed.

  DOI：

  10.1016/s0040-4039(00)76002-3
• 作为产物：
  描述：

  (4-Benzyloxycarbonylmethyl-2,2,2-trichloro-5-oxo-2λ5-[1,3,2]dioxaphospholan-4-yl)-acetic acid benzyl ester 在 水 作用下， 反应 0.5h， 生成 1,3-dibenzyl-2-phosphonooxy citrate
  参考文献：
  名称：

  Synthesis via a cyclic dioxatrichlorophosphorane of 1,3-dibenzyl-2-phosphonooxy citrate

  摘要：

  Phosphorylation of tribenzyl citrate with PCl5 proceeds via a cyclic dioxatrichlorophosphorane and results in the formation of 1,3-dibenzyl-2-phosphonooxy citrate. A mechanism for the phosphorylation and ester hydrolysis is proposed and the usefulness of the diester for producing triesters is discussed.

  DOI：

  10.1016/s0040-4039(00)76002-3