1,7-diepi-β-cedrene

• 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: 1,7-diepi-β-cedrene
• 英文别名: (+)-beta-Funebrene；(1R,2R,5S)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.01,5]undecane
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: DYLPEFGBWGEFBB-HCHQLJBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,7-diepi-α-cedrenal 在 对甲苯磺酸 、 对甲苯磺酰肼 、 sodium cyanoborohydride 作用下， 以 环丁砜 、 N,N-二甲基甲酰胺 、 环己烷 为溶剂， 反应 6.17h， 以15 mg的产率得到1,7-diepi-β-cedrene
  参考文献：
  名称：

  Sesquiterpenes from Juniperus thurifera L. Stereochemistry in Unusual Cedrane and Duprezianane Series

  摘要：

  The analysis of the essential oil from the wood of Juniperus thurifera has provided the isolation of seven new natural products, including the first described examples of 2-epi-cedranes and 2-epi-duprezianane. The co-occurrence in the oil of the three cedrane-type arrangements (cedrane, 1,7-diepi-cedrane and 2-epi-cedrane) has permitted, after a thorough 2D NMR analysis the unequivocal spectroscopical assignment of each of the three cedrane skeletons, and subsequently the development of an unambiguous method for establishing their stereochemistries. A useful pattern for distinguishing between the two duprezianane stereochemistries is also given. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00292-1

文献信息

• Sesquiterpenes from Juniperus thurifera L. Stereochemistry in Unusual Cedrane and Duprezianane Series
  作者：Alejandro F. Barrero、José Quílez del Moral、Armando Lara

  DOI：10.1016/s0040-4020(00)00292-1

  日期：2000.6

  The analysis of the essential oil from the wood of Juniperus thurifera has provided the isolation of seven new natural products, including the first described examples of 2-epi-cedranes and 2-epi-duprezianane. The co-occurrence in the oil of the three cedrane-type arrangements (cedrane, 1,7-diepi-cedrane and 2-epi-cedrane) has permitted, after a thorough 2D NMR analysis the unequivocal spectroscopical assignment of each of the three cedrane skeletons, and subsequently the development of an unambiguous method for establishing their stereochemistries. A useful pattern for distinguishing between the two duprezianane stereochemistries is also given. (C) 2000 Elsevier Science Ltd. All rights reserved.