(4R,5R)-4-[(Z)-2-ethynyl-4-prop-2-enoxybut-2-enyl]-5-heptyl-2,2-dimethyl-1,3-dioxolane | 1004750-02-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,5R)-4-[(Z)-2-ethynyl-4-prop-2-enoxybut-2-enyl]-5-heptyl-2,2-dimethyl-1,3-dioxolane
• CAS: 1004750-02-0
• 化学式: C₂₁H₃₄O₃
• 分子量: 334.499
• InChiKey: GOVVWBIWMGQXJG-NJLRYOBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R,5R)-4-[(Z)-2-ethynyl-4-prop-2-enoxybut-2-enyl]-5-heptyl-2,2-dimethyl-1,3-dioxolane 、 1-bromo-2-triethylsilylacetylene 在 盐酸羟胺 、 正丁胺 、 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到((Z)-7-(allyloxy)-5-(((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hepta-5-en-1,3-diyn-1-yl)triethylsilane
  参考文献：
  名称：

  Total Synthesis of (3R,9R,10R)-Panaxytriol via Tandem Metathesis and Metallotropic [1,3]-Shift as a Key Step

  摘要：

  Enyne metathesis is unique for its capacity to carry out multiple bond formation in tandem fashion. Its combined use with metallotropic [1,3]-shift allowed for the development of a novel strategy for the total synthesis of a conjugated 1,3-diyne-containing natural product (3R,9R,10R)-panaxytriol.

  DOI：

  10.1021/ol702651s
• 作为产物：
  描述：

  、 3-溴丙烯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以95%的产率得到(4R,5R)-4-[(Z)-2-ethynyl-4-prop-2-enoxybut-2-enyl]-5-heptyl-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Total Synthesis of (3R,9R,10R)-Panaxytriol via Tandem Metathesis and Metallotropic [1,3]-Shift as a Key Step

  摘要：

  Enyne metathesis is unique for its capacity to carry out multiple bond formation in tandem fashion. Its combined use with metallotropic [1,3]-shift allowed for the development of a novel strategy for the total synthesis of a conjugated 1,3-diyne-containing natural product (3R,9R,10R)-panaxytriol.

  DOI：

  10.1021/ol702651s

文献信息

• Total Synthesis of (3<i>R</i>,9<i>R</i>,10<i>R</i>)-Panaxytriol via Tandem Metathesis and Metallotropic [1,3]-Shift as a Key Step
  作者：Eun Jin Cho、Daesung Lee

  DOI：10.1021/ol702651s

  日期：2008.1.1

  Enyne metathesis is unique for its capacity to carry out multiple bond formation in tandem fashion. Its combined use with metallotropic [1,3]-shift allowed for the development of a novel strategy for the total synthesis of a conjugated 1,3-diyne-containing natural product (3R,9R,10R)-panaxytriol.