[2R-(2α,3aα,4β,7β,7aα)]-2-[[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]methyl]pyridine | 263870-67-3

• 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: [2R-(2α,3aα,4β,7β,7aα)]-2-[[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]methyl]pyridine
• 英文别名: 2-[[(1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxatricyclo[5.2.1.02,6]decan-4-yl]oxymethyl]pyridine
• CAS: 263870-67-3
• 化学式: C₁₈H₂₅NO₂
• 分子量: 287.402
• InChiKey: WNNGGLFIUZLMIB-HBPKQKSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2R-(2α,3aα,4β,7β,7aα)]-2-[[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]methyl]pyridine 在 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 1.3h， 以29%的产率得到Pyridin-2-yl-((1R,2R,4R,6R,7R)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.0^2,6]dec-4-yl)-methanol
  参考文献：
  名称：

  [1,2]-Wittig rearrangement of acetals. Part 2: The influence of reaction conditions

  摘要：

  Acetals of seven alcohols with (+)-camphor derived enantiomerically pure 7,8,8-trimethyl-4,7-methanobenzofuran-2-ol were subjected to different reaction conditions favorable for a [1,2]-Wittig rearrangement. Results with regard to conversion, yield and stereochemical course depending on the reaction conditions are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00028-8
• 作为产物：
  描述：

  2-吡啶甲醇 、 (2S,2'S-(2α,2'α,3aα,3a'α,4β,4'β,7β,7'β,7aα,7a'α))-2,2'-oxybis[octahydro-7,8,8-trimethyl-4,7-methanobenzofuran] 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以38%的产率得到[2R-(2α,3aα,4β,7β,7aα)]-2-[[(octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy]methyl]pyridine
  参考文献：
  名称：

  [1,2]-Wittig rearrangement of acetals. Part 1: Investigation about structural requirements

  摘要：

  Acetals of different alcohols with (+)-camphor derived enantiomerically pure 7,8,8-trimethyl-4,7-methanobenzofuran-2-ol were prepared and subjected to conditions favorable for a [1,2]-Wittig rearrangement. Results with regard to conversion, yield and stereochemical course depending on the structure of the starting material are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00562-5

文献信息

• [1,2]-Wittig rearrangement of acetals. Part 1: Investigation about structural requirements
  作者：Peter Gärtner、Martin F Letschnig、Max Knollmüller、Horst Völlenkle

  DOI：10.1016/s0957-4166(99)00562-5

  日期：1999.12

  Acetals of different alcohols with (+)-camphor derived enantiomerically pure 7,8,8-trimethyl-4,7-methanobenzofuran-2-ol were prepared and subjected to conditions favorable for a [1,2]-Wittig rearrangement. Results with regard to conversion, yield and stereochemical course depending on the structure of the starting material are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.
• [1,2]-Wittig rearrangement of acetals. Part 2: The influence of reaction conditions
  作者：Peter Gärtner、Martin F Letschnig、Max Knollmüller、Kurt Mereiter

  DOI：10.1016/s0957-4166(00)00028-8

  日期：2000.3

  Acetals of seven alcohols with (+)-camphor derived enantiomerically pure 7,8,8-trimethyl-4,7-methanobenzofuran-2-ol were subjected to different reaction conditions favorable for a [1,2]-Wittig rearrangement. Results with regard to conversion, yield and stereochemical course depending on the reaction conditions are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.