dimethyl <3-<5'-<(benzyloxy)methoxy>-2'-(methoxycarbonyl)-3'-hydroxyphenyl>-2-oxopropyl>phosphonate | 144107-95-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl <3-<5'-<(benzyloxy)methoxy>-2'-(methoxycarbonyl)-3'-hydroxyphenyl>-2-oxopropyl>phosphonate
• 英文别名: Methyl 2-(3-dimethoxyphosphoryl-2-oxopropyl)-6-hydroxy-4-(phenylmethoxymethoxy)benzoate
• CAS: 144107-95-9
• 化学式: C₂₁H₂₅O₉P
• 分子量: 452.398
• InChiKey: INPRZQIPKKDZTL-UHFFFAOYSA-N

物化性质

• 沸点：
  614.3±55.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  dimethyl <3-<5'-<(benzyloxy)methoxy>-2'-(methoxycarbonyl)-3'-hydroxyphenyl>-2-oxopropyl>phosphonate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 6,8-bis<(benzyloxy)methoxy>-3-<(2'R,3'S,4'R,5'S,6'R)-4'-<(tert-butyldimethylsilyl)oxy>-5',6'-(cyclohexylidenedioxy)-5'-methoxy-2'-vinylheptyl>benzopyran-1-one
  参考文献：
  名称：

  An improved synthesis of naphthoate precursors to olivin

  摘要：

  An improved synthesis of olivin synthetic intermediate 3 is described. The synthesis involves the Homer-Wadsworth-Emmons coupling of 14 and 16, the diastereoselective vinylcuprate addition to enone 20, and the condensation of isocoumarin 25 and methyl acetate. A parallel sequence starting from allyl ether 26 has provided naphthoate 35 that is suitably differentiated for glycosylation studies.

  DOI：

  10.1021/jo00050a047
• 作为产物：
  描述：

  苄基氯甲基醚 在 dimethyl lithiomethylphosphonate 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 3.5h， 生成 dimethyl <3-<5'-<(benzyloxy)methoxy>-2'-(methoxycarbonyl)-3'-hydroxyphenyl>-2-oxopropyl>phosphonate
  参考文献：
  名称：

  An improved synthesis of naphthoate precursors to olivin

  摘要：

  An improved synthesis of olivin synthetic intermediate 3 is described. The synthesis involves the Homer-Wadsworth-Emmons coupling of 14 and 16, the diastereoselective vinylcuprate addition to enone 20, and the condensation of isocoumarin 25 and methyl acetate. A parallel sequence starting from allyl ether 26 has provided naphthoate 35 that is suitably differentiated for glycosylation studies.

  DOI：

  10.1021/jo00050a047

文献信息

• An improved synthesis of naphthoate precursors to olivin
  作者：William R. Roush、Megan Murphy

  DOI：10.1021/jo00050a047

  日期：1992.11

  An improved synthesis of olivin synthetic intermediate 3 is described. The synthesis involves the Homer-Wadsworth-Emmons coupling of 14 and 16, the diastereoselective vinylcuprate addition to enone 20, and the condensation of isocoumarin 25 and methyl acetate. A parallel sequence starting from allyl ether 26 has provided naphthoate 35 that is suitably differentiated for glycosylation studies.