(4aR,8aR)-2-异亚丙基-4A,8-二甲基-1,2,3,4,4A,5,6,8A-八氢萘 | 6813-21-4

• 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
• 中文名称: (4aR,8aR)-2-异亚丙基-4A,8-二甲基-1,2,3,4,4A,5,6,8A-八氢萘
• 英文名称: selina-3,7(11)-diene
• 英文别名: eudesma-3,7(11)-diene；1,2,3,4,4a,5,6,8a-[2R-(2α,4aα,8aβ)]-octahydro-4a,8-dimethyl-2-(1-methylethenyl)naphthalene；(4aR,8aR)-5,8a-dimethyl-3-propan-2-ylidene-1,2,4,4a,7,8-hexahydronaphthalene
• CAS: 6813-21-4
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: WNRBYZQFEBIUGD-LSDHHAIUSA-N

物化性质

• 沸点：
  269.6±10.0 °C(Predicted)
• 密度：
  0.902±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、己烷（少许）
• LogP：
  6.734 (est)
• 保留指数：
  1535;1533;1540;1540;1530;1531;1537;1518;1542;1542;1540;1560;1560;1537;1540;1542

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  2-(4-nitro-benzoyloxy)-2-((1R)-4c-methyl-4t-vinyl-3c-isopropenyl-cyclohexyl-(r))-propane 生成 (4aR,8aR)-2-异亚丙基-4A,8-二甲基-1,2,3,4,4A,5,6,8A-八氢萘
  参考文献：
  名称：

  分子和二氢geijeren-Reihe中的热解和水合大肠菌

  摘要：

  Abstract The pyrolysis of elemol (1) in the presence of benzoic or p‐nitrobenzoic acid, and of elemyl‐p‐nitrobenzoate (3) was studied. From the many products formed, the compounds 6, 7, 8, 10, 11, 14, 15 and 18 were isolated and identified. On the basis of systematic experiments in the elemol (1) and dihydrogeijerene (26) series the sequence of the formation of these products could be determined. Several factors influencing the compositions of the pyrolysis mixtures are discussed. The products of pyrolysis of both series [elemol (1) and dihydrogeijerene (26), respectively] were catalytically hydrogenated, yielding the saturated hydrocarbons 34, 35–37, and 38–40, respectively. The synthesis of racemic dihydrogeijerene (26) was achieved starting from germacrone (41).

  DOI：

  10.1002/hlca.19710540117

文献信息

• A short, stereoselective synthesis of the eudesmane sesquiterpene selina-3,7(11)-diene
  作者：Shwu-Jiuan Lee、Ta-shue Chou

  DOI：10.1039/c39880001188

  日期：——

  prepared by attachment of a long-chain alkyl group with a terminal double bond to 2,5-dihydro-3-methyl thiophene S,S-dioxide, followed by extrusion of SO2, has been employed in an efficient total synthesis of selina-3,7(11)-diene.

  C 15四烯（6）的分子内狄尔斯-阿尔德反应是通过将带有末端双键的长链烷基连接到2,5-二氢-3-甲基噻吩S，S-二氧化物上，然后挤出制备的SO 2已用于selina-3,7（11）-二烯的有效全合成中。
• Neue sesquiterpenlactone aus Aster umbellatus
  作者：Ferdinand Bohlmann、Lakshmi N. Dutta、Werner Knauf、Harold Robinson、Robert M. King

  DOI：10.1016/0031-9422(80)83195-5

  日期：1980.1

  Abstract The investigation of Aster umbellatus afforded six new eudesmanolides and a new selina-triene and from Aster exilis a new tremetone derivative was isolated. The structures were elucidated by spectroscopic methods and by some chemical transformations. The chemotaxonomic situation is discussed briefly.

  摘要 紫菀的研究提供了6个新的eudesmanoides和一个新的selina-triene，并从Aster exilis中分离出了一个新的tremetone衍生物。这些结构是通过光谱方法和一些化学转化来阐明的。简要讨论了化学分类情况。
• Banerjee, Ajoy Kumar; Caraballo, Pedro C., Journal of Chemical Research, Miniprint, 1984, # 9, p. 2501 - 2532
  作者：Banerjee, Ajoy Kumar、Caraballo, Pedro C.

  DOI：——

  日期：——
• Total synthesis of racemic selina-3,7(11)-diene, α-selinene, and α-eudesmol
  作者：Ta-shue Chou、Shwu-Jiuan Lee、Nai-Kwang Yao

  DOI：10.1016/s0040-4020(01)81307-7

  日期：1989.1
• An intramolecular Diels-Alder route to eudesmane sesquiterpenes
  作者：Stephen R. Wilson、David T. Mao

  DOI：10.1021/ja00487a085

  日期：1978.9