7,7-bis(ethoxycarbonyl)-3,3,5-trimethyl-1,1-phenylenedioxy-2,6,8,1λ5-trioxaphosphabicyclo-[3.2.11,5]-octane | 1232839-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7,7-bis(ethoxycarbonyl)-3,3,5-trimethyl-1,1-phenylenedioxy-2,6,8,1λ5-trioxaphosphabicyclo-[3.2.11,5]-octane
• 英文别名: 7,7-bis(ethoxycarbonyl)-3,3,5-trimethyl-1,1-phenylenedioxy-1-phospha-2,6,8-trioxabicyclo[3.2.1(1,5)]octane；Diethyl 3',3',5'-trimethylspiro[1,3,2lambda5-benzodioxaphosphole-2,1'-2,6,8-trioxa-1lambda5-phosphabicyclo[3.2.1]octane]-7',7'-dicarboxylate；diethyl 3',3',5'-trimethylspiro[1,3,2λ5-benzodioxaphosphole-2,1'-2,6,8-trioxa-1λ5-phosphabicyclo[3.2.1]octane]-7',7'-dicarboxylate
• CAS: 1232839-46-1
• 化学式: C₁₉H₂₅O₉P
• 分子量: 428.376
• InChiKey: VASSPMBROBJKTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one 、 酮基丙二酸二乙酯 以 二氯甲烷 为溶剂， 反应 168.0h， 以95%的产率得到7,7-bis(ethoxycarbonyl)-3,3,5-trimethyl-1,1-phenylenedioxy-2,6,8,1λ5-trioxaphosphabicyclo-[3.2.11,5]-octane
  参考文献：
  名称：

  Caged C-P phosphoranes based on 2-(2-methyl-4-oxopent-2-yloxy)- and 2-[2-(methylcarbonyl)-1-phenoxy]-1,3,2-benzodioxaphospholes and diethyl mesoxalate

  摘要：

  Cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)- and 2-[2-(methylcarbonyl)-1-phenoxy]-1,3,2-benzodioxaphospholes with diethyl mesoxalate yield caged phosphoranes containing a phosphoruscarbon bond: 7,7-bis(ethoxycarbonyl)-3,3,5-trimethyl-1,1-phenylenedioxy- and 7,7-bis(ethoxycarbonyl)-5-methyl-1,1-phenylenedioxy-3,4-benzo-2,6,8,1 lambda(5)-trioxaphosphabicyclo[3.2.1(1.5)]octanes. Spatial structure of latter product has been determined by X-ray diffraction analysis.

  DOI：

  10.1134/s1070363215020152

文献信息

• Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds
  作者：Liliya M. Abdrakhmanova、Vladimir F. Mironov、Mudaris N. Dimukhametov、Dmitry B. Krivolapov、Igor A. Litvinov

  DOI：10.1016/j.mencom.2010.01.016

  日期：2010.1

  Cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo-sigma(3)lambda(3)-1,3,2-dioxaphosphole with chloral, hexafluoroacetone, mezoxalic acid diethyl ester and trifluoropyruvic acid ethyl ester are a versatile approach to the synthesis of spirophosphoranes bearing a phosphorus-carbon bond with a high yield and stereoselectivity.