(5-Hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)methyl acetate | 84072-07-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (5-Hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)methyl acetate
• CAS: 84072-07-1
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: LFNRIEIWSVKIEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate 在 二氯二茂钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以46%的产率得到(3-Hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)methyl acetate
  参考文献：
  名称：

  Stereo- and regio-selective Ti-mediated radical cyclization of epoxy-alkenes: synthesis of the A and C ring synthons of paclitaxel

  摘要：

  We have developed a practical synthetic route for the A and C rings of paclitaxel. The key reaction is a Ti-mediated radical cyclization of an epoxyalkene. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01655-0

文献信息

• Ti(III)-catalyzed radical cyclization of 6,7-epoxygeranyl acetate
  作者：Shinichiro Fuse、Malcoln Hanochi、Takayuki Doi、Takashi Takahashi

  DOI：10.1016/j.tetlet.2003.12.138

  日期：2004.2

  The reductive cyclization of epoxygeranyl acetate (1) was investigated using a catalytic amount of Cp2TiCl with various additives. The newly developed Cp2TiCl-Mn-lutidine.HCl-BEt3 system was found to be as effective as the reported stoichiometric system to afford the cyclized dehydro products 4 and 5 with 72% selectivity. (C) 2004 Elsevier Ltd. All rights reserved.
• Stereo- and regio-selective Ti-mediated radical cyclization of epoxy-alkenes: synthesis of the A and C ring synthons of paclitaxel
  作者：Kazuoki Nakai、Miyuki Kamoshita、Takayuki Doi、Haruo Yamada、Takashi Takahashi

  DOI：10.1016/s0040-4039(01)01655-0

  日期：2001.10

  We have developed a practical synthetic route for the A and C rings of paclitaxel. The key reaction is a Ti-mediated radical cyclization of an epoxyalkene. (C) 2001 Elsevier Science Ltd. All rights reserved.