2-hexyl-2-(5-hydroxypentyl)benzo[1,3]dioxole | 1221741-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-hexyl-2-(5-hydroxypentyl)benzo[1,3]dioxole
• 英文别名: 5-(2-Hexyl-1,3-benzodioxol-2-yl)pentan-1-ol
• CAS: 1221741-36-1
• 化学式: C₁₈H₂₈O₃
• 分子量: 292.419
• InChiKey: KQMBSNFEOGSFHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hexyl-2-(5-hydroxypentyl)benzo[1,3]dioxole 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Total Synthesis of Sphingofungin F Based on Chiral Tricyclic Iminolactone

  摘要：

  A new, efficient synthesis of sphingofungin F has been accomplished with 10.4% overall yield in 15 steps. The salient features of the synthesis are the utilization of methyl tricyclic iminolactone 3 for the asymmetric aldol reaction as a key step to introduce two desired stereogenic centers, one-pot reaction for the synthesis of omega-hydroxyketone from epsilon-caprolactone, and an effective one-step deprotection strategy to remove all protecting groups using 0.2 N HCl.

  DOI：

  10.1021/jo100183d
• 作为产物：
  描述：

  1-hydroxydodecan-6-one 、 邻苯二酚 在 对甲苯磺酸 作用下， 以 水 、 甲苯 为溶剂， 反应 3.0h， 以95%的产率得到2-hexyl-2-(5-hydroxypentyl)benzo[1,3]dioxole
  参考文献：
  名称：

  Total Synthesis of Sphingofungin F Based on Chiral Tricyclic Iminolactone

  摘要：

  A new, efficient synthesis of sphingofungin F has been accomplished with 10.4% overall yield in 15 steps. The salient features of the synthesis are the utilization of methyl tricyclic iminolactone 3 for the asymmetric aldol reaction as a key step to introduce two desired stereogenic centers, one-pot reaction for the synthesis of omega-hydroxyketone from epsilon-caprolactone, and an effective one-step deprotection strategy to remove all protecting groups using 0.2 N HCl.

  DOI：

  10.1021/jo100183d

文献信息

• Total Synthesis of Sphingofungin F Based on Chiral Tricyclic Iminolactone
  作者：Feng-Feng Gan、Shao-Bo Yang、Yong-Chun Luo、Wan-Bang Yang、Peng-Fei Xu

  DOI：10.1021/jo100183d

  日期：2010.4.16

  A new, efficient synthesis of sphingofungin F has been accomplished with 10.4% overall yield in 15 steps. The salient features of the synthesis are the utilization of methyl tricyclic iminolactone 3 for the asymmetric aldol reaction as a key step to introduce two desired stereogenic centers, one-pot reaction for the synthesis of omega-hydroxyketone from epsilon-caprolactone, and an effective one-step deprotection strategy to remove all protecting groups using 0.2 N HCl.