3-(Trityloxymethyl)cyclohex-2-en-1-one | 218129-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 3-(Trityloxymethyl)cyclohex-2-en-1-one
• CAS: 218129-87-4
• 化学式: C₂₆H₂₄O₂
• 分子量: 368.475
• InChiKey: QMIYGZCUQXJBMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(Trityloxymethyl)cyclohex-2-en-1-one 在 盐酸 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 potassium tert-butylate 、 氯化铵 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 二乙二醇二甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 55.0h， 生成 3-(Ethylaminomethyl)-3-(hydroxymethyl)cyclohexane-1-carbaldehyde
  参考文献：
  名称：

  Studies on the substituted 3-aminopropan-1-ol motif of lycoctonine class norditerpenoid alkaloids: A novel route to 3-hydroxymethylcyclohex-2-enone

  摘要：

  Pursuing our interest in methyllycaconitine (MLA), we have designed a synthetic route to substituted ring-A of lycoctonine class norditerpenoid alkaloids. A novel synthesis of 3-hydroxymethylcyclohex-2-enone has been achieved starting from cyclohex-2-enone. Key reactions are: 1,2-addition of 1,3-dithiane followed by allylic rearrangement, 1,4-hydrocyanation, Wittig reaction and conversion into the substituted N-ethyl-3-aminopropan-1-ol motif of these neopentyl-like alcohols. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01857-7
• 作为产物：
  描述：

  3-hydroxymethylcyclohex-2-en-1-ol 在 吡啶 、 4-二甲氨基吡啶 、 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 3-(Trityloxymethyl)cyclohex-2-en-1-one
  参考文献：
  名称：

  Studies on the substituted 3-aminopropan-1-ol motif of lycoctonine class norditerpenoid alkaloids: A novel route to 3-hydroxymethylcyclohex-2-enone

  摘要：

  Pursuing our interest in methyllycaconitine (MLA), we have designed a synthetic route to substituted ring-A of lycoctonine class norditerpenoid alkaloids. A novel synthesis of 3-hydroxymethylcyclohex-2-enone has been achieved starting from cyclohex-2-enone. Key reactions are: 1,2-addition of 1,3-dithiane followed by allylic rearrangement, 1,4-hydrocyanation, Wittig reaction and conversion into the substituted N-ethyl-3-aminopropan-1-ol motif of these neopentyl-like alcohols. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01857-7

文献信息

• Studies on the substituted 3-aminopropan-1-ol motif of lycoctonine class norditerpenoid alkaloids: A novel route to 3-hydroxymethylcyclohex-2-enone
  作者：Xavier Doisy、Ian S. Blagbrough、Noel F. Thomas、Barry V.L. Potter

  DOI：10.1016/s0040-4039(98)01857-7

  日期：1998.11

  Pursuing our interest in methyllycaconitine (MLA), we have designed a synthetic route to substituted ring-A of lycoctonine class norditerpenoid alkaloids. A novel synthesis of 3-hydroxymethylcyclohex-2-enone has been achieved starting from cyclohex-2-enone. Key reactions are: 1,2-addition of 1,3-dithiane followed by allylic rearrangement, 1,4-hydrocyanation, Wittig reaction and conversion into the substituted N-ethyl-3-aminopropan-1-ol motif of these neopentyl-like alcohols. (C) 1998 Elsevier Science Ltd. All rights reserved.