((((chloro((pivaloyloxy)methoxy)phosphoryl)methyl)phosphoryl)bis(oxy))bis(methylene) bis(2,2-dimethylpropanoate) | 783341-80-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: ((((chloro((pivaloyloxy)methoxy)phosphoryl)methyl)phosphoryl)bis(oxy))bis(methylene) bis(2,2-dimethylpropanoate)
• CAS: 783341-80-0
• 化学式: C₁₉H₃₅ClO₁₁P₂
• 分子量: 536.881
• InChiKey: AGGKIQJCVFMERX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  140.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  反式,反式-金合欢醇 、 ((((chloro((pivaloyloxy)methoxy)phosphoryl)methyl)phosphoryl)bis(oxy))bis(methylene) bis(2,2-dimethylpropanoate) 在 4-二甲氨基吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 2.0h， 以40%的产率得到farnesyl tri(pivaloyloxymethyl) methylenediphosphonate
  参考文献：
  名称：

  Synthesis of acyloxymethyl ester prodrugs of the transferable protein farnesyl transferase substrate farnesyl methylenediphosphonate

  摘要：

  Three isoprenoid diphosphate analogues of farnesyl diphosphate (FPP) where the diphosphate has been replaced by methylene diphosphonate and the negative charges masked by frangible pivaloyloxymethyl (POM) esters were prepared. Farnesyl methylenediphosphonate is a sub-micromolar substrate for protein farnesyl transferase. The tripivaloyloxymethyl esters of isoprenoid methylenediphosphonate have significantly increased lipophilicity and may act as important farnesyl diphosphate prodrugs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.017
• 作为产物：
  描述：

  在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 0.75h， 以96%的产率得到((((chloro((pivaloyloxy)methoxy)phosphoryl)methyl)phosphoryl)bis(oxy))bis(methylene) bis(2,2-dimethylpropanoate)
  参考文献：
  名称：

  Synthesis of acyloxymethyl ester prodrugs of the transferable protein farnesyl transferase substrate farnesyl methylenediphosphonate

  摘要：

  Three isoprenoid diphosphate analogues of farnesyl diphosphate (FPP) where the diphosphate has been replaced by methylene diphosphonate and the negative charges masked by frangible pivaloyloxymethyl (POM) esters were prepared. Farnesyl methylenediphosphonate is a sub-micromolar substrate for protein farnesyl transferase. The tripivaloyloxymethyl esters of isoprenoid methylenediphosphonate have significantly increased lipophilicity and may act as important farnesyl diphosphate prodrugs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.017