alpha-恰米烯 | 19912-83-5

• 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: alpha-恰米烯
• 英文名称: α-chamigrene
• 英文别名: 1,5,5,9-tetramethyl-spiro[5.5]undeca-1,8-diene；α-chamigren；alpha-Chamigrene；(6R)-1,5,5,9-tetramethylspiro[5.5]undeca-1,9-diene
• CAS: 19912-83-5
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: SIBCECUUMHIAAM-OAHLLOKOSA-N

物化性质

• 沸点：
  272.7±20.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)
• LogP：
  6.299 (est)

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：

  (-)-罗汉柏烯 在 甲酸 作用下， 生成 alpha-恰米烯
  参考文献：
  名称：

  Acid-catalyzed isomerization of thujopsene

  摘要：

  DOI：

  10.1021/jo00966a001

文献信息

• The absolute configurations of halogenated chamigrene derivatives from the marine alga, laurencia glandulifera kützing
  作者：Minoru Suzuki、Akio Furusaki、Etsuro Kurosawa

  DOI：10.1016/0040-4020(79)80101-5

  日期：——

  The absolute configurations of halogenated chamigrene derivatives, isolated from L. glandulifera Kützing, 10-bromo-3,4-epoxy-α-chamigrene (1), glanduliferol (2), 10-bromo-α-chamigren-4-one (3), 4,10-dibromo-3-chloro-α-chamigrene (4) and 10-bromo-α-chamigrene (5), have been determined by X-ray diffraction analysis of 1 and subsequently, by relating 2, 3, 4 and 5 to 1 with the chemical methods. In addition

  从L. glanduliferaKützing，10-bromo-3,4-epoxy-α-chamigrene（1），glanduliferol（2），10-bromo-α-chamigren-4-one（3），4,10-二溴-3-氯-α-花柏烯（4）和10-溴α-花柏烯（5），已经通过X射线衍射分析测定的1，并且随后，通过与2，3，4和5比1用化学方法。此外，（-）-α-香格里芬的绝对构型（6已经阐明了在上述化学转化过程中产生的）。
• A general enantioselective route to the chamigrene natural product family
  作者：David E. White、Ian C. Stewart、Brinton A. Seashore-Ludlow、Robert H. Grubbs、Brian M. Stoltz

  DOI：10.1016/j.tet.2010.04.128

  日期：2010.6

  Described in this report is an enantioselective route toward the chamigrene natural product family. The key disconnections in our synthetic approach include sequential enantioselective decarboxylative allylation and ring-closing olefin metathesis to form the all-carbon quaternary stereocenter and spirocyclic core present in all members of this class of compounds. The generality of this strategy is demonstrated by the first total syntheses of elatol and the proposed structure of laurencenone B, as well as the first enantioselective total syntheses of laurencenone C and alpha-chamigrene. A brief exploration of the substrate scope of the enantioselective decarboxylative allylation/ring-closing metathesis sequence with fully substituted vinyl chlorides is also presented. (C) 2010 Elsevier Ltd. All rights reserved.
• ——
  作者：O. I. Yarovaya、M. P. Polovinka、D. V. Korchagina、Yu. V. Gatilov、I. Yu. Bagryanskaya、V. V. Shcherbukhin、A. A. Shal'ko、G. A. Zenkovets、V. A. Barkhash

  DOI：10.1023/a:1012328407347

  日期：——

  The transformations of (-)-thujopsene in liquid (HSO3F-SO2FCl) and over solid (TiO2/SO42-) superacids, as well as by the action of peroxy acids, were studied. New tricyclic hydrocarbons were isolated. The experimental results were compared with the data of computer analysis of the most probable transformation pathways using molecular-mechanics and quantum-chemical methods.
• KOFT, EMIL R.;BROADBENT, THOMAS A., ORG. PREP. AND PROCED. INT., 20,(1988) N 3, 199-204
  作者：KOFT, EMIL R.、BROADBENT, THOMAS A.

  DOI：——

  日期：——