chinensine A | 194665-46-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: chinensine A
• 英文别名: (E)-15-hydroxylabda-8(17),11,13-trien-16,15-olide；4-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2-hydroxy-2H-furan-5-one
• CAS: 194665-46-8
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: PMONONMIPQPEHV-WXTNAAEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  chinensine A 在 sodium tetrahydroborate 、 二异丁基氢化铝 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 chinensine C
  参考文献：
  名称：

  Synthesis of Chinensines A−E

  摘要：

  Short and efficient syntheses of coronarin E (4) and chinensines A-E (5-9) have been accomplished. The use of two different types of reaction of singlet oxygen (O-1(2)) lies at the heart of the synthetic strategy. The syntheses have facilitated the clarification of certain previously unknown, or unconfirmed, stereochemical details (the relativity stereochemistries of chinensines D and E and the absolute stereochemistries for all the synthesized family members).

  DOI：

  10.1021/jo070527v
• 作为产物：
  描述：

  香紫苏内酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.61h， 生成 chinensine A
  参考文献：
  名称：

  Synthesis of Chinensines A−E

  摘要：

  Short and efficient syntheses of coronarin E (4) and chinensines A-E (5-9) have been accomplished. The use of two different types of reaction of singlet oxygen (O-1(2)) lies at the heart of the synthetic strategy. The syntheses have facilitated the clarification of certain previously unknown, or unconfirmed, stereochemical details (the relativity stereochemistries of chinensines D and E and the absolute stereochemistries for all the synthesized family members).

  DOI：

  10.1021/jo070527v

文献信息

• Synthesis of Chinensines A−E
  作者：Ioannis Margaros、Georgios Vassilikogiannakis

  DOI：10.1021/jo070527v

  日期：2007.6.1

  Short and efficient syntheses of coronarin E (4) and chinensines A-E (5-9) have been accomplished. The use of two different types of reaction of singlet oxygen (O-1(2)) lies at the heart of the synthetic strategy. The syntheses have facilitated the clarification of certain previously unknown, or unconfirmed, stereochemical details (the relativity stereochemistries of chinensines D and E and the absolute stereochemistries for all the synthesized family members).