6-Methyl-8-<1.3.3-trimethyl-cyclohexen-(1)-yl-(2)>-octatrien-(3.5.7)-on-(2) | 862098-80-4

• 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
• 英文名称: 6-Methyl-8-<1.3.3-trimethyl-cyclohexen-(1)-yl-(2)>-octatrien-(3.5.7)-on-(2)
• CAS: 862098-80-4
• 化学式: C₁₈H₂₆O
• 分子量: 258.404
• InChiKey: UBTNVRPIHJRBCI-HCZGVXLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile 在 氢氧化钾 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 生成 6-Methyl-8-<1.3.3-trimethyl-cyclohexen-(1)-yl-(2)>-octatrien-(3.5.7)-on-(2)
  参考文献：
  名称：

  维生素A合成重要合成子的新制备方法

  摘要：

  维生素A合成的关键中间体“ C-18酮” 1只需几步即可从β-紫罗兰酮3经由β-紫罗兰乙腈2制备（总收率32％）。

  DOI：

  10.1016/s0040-4039(00)61459-4

文献信息

• A new synthesis of 4-OR-3-penten-1-ynes (C5-fragment) as a tool for the preparation of vitamin A
  作者：M. S. Brouwer、A. Hulkenberg、J. G. J. Kok、R. van Moorselaar、W. R. M. Overbeek、P. G. J. Wesselman

  DOI：10.1002/recl.19790980513

  日期：——

  is prepared by the reaction of 1,3-dichloro-2-propanol with ethyl vinyl ether, followed by dehydrohalogenation, substitution and isomerisation of the resulting mixed acetal (17i) in a simple one-pot procedure by treatment with sodium acetylide. The syntheses of several C5-synthons of type 8 with different groups R are described. The condensation product of 1 and 8i is partially hydrogenated and subsequently

  在我们的维生素A的合成技术，中间β-C 18 -酮（5）在四步序列从β紫罗兰酮（获得1）。为了减少反应步骤的数目，1被冷凝与C 5 -Fragment，导致的汇集合成5。R ＝ -CH（OC 2 H 5）-CH 3（8i）的标题化合物（8）是通过1，3-二氯-2-丙醇与乙基乙烯基醚反应，然后进行脱卤化氢，取代和异构化而制备的。所得的混合乙缩醛（17i）通过乙炔钠处理，以简单的一锅法进行。描述了具有不同基团R的8型的几个C 5-合成子的合成。1和8i的缩合产物被部分氢化，然后水解为5，总产率为85％。
• Chemistry of polyenic and polyacetylenic compounds
  作者：Zh. A. Krasnaya、V. F. Kucherov

  DOI：10.1007/bf00905219

  日期：1962.6
• Biological activity of trisporoids and trisporoid analogues in Mucor mucedo (−)
  作者：Doreen Schachtschabel、Christine Schimek、Johannes Wöstemeyer、Wilhelm Boland

  DOI：10.1016/j.phytochem.2005.04.022

  日期：2005.6

  In the course of their sexual interactions, zygomycete fungi communicate via an elaborate series of carotene-derived compounds, namely trisporic acid and its biosynthetic progenitors. A novel building-block strategy allowed the systematic generation of structurally modified trisporoids along with putative early biosynthetic precursors for physiological tests. The impact of discrete structural elements was documented by the ability of individual compounds to induce sexually committed hyphae in Mucor mucedo. The activity screening contributed to establish general structure-function relationships for trisporoid action. Most crucial for activity were the dimension of the longer side chain, the polarity of functional groups at C(4) and C(13), and the number of conjugated double bonds in the side chain. The presence of an oxygen substituent at the cyclohexene ring is not essential for function. The overall biological activity apparently results from the combination of the various structural elements. (c) 2005 Elsevier Ltd. All rights reserved.