2-Phenyl-acrylic acid (1S,3S,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-6-en-3-yl ester | 83685-15-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-Phenyl-acrylic acid (1S,3S,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-6-en-3-yl ester
• CAS: 83685-15-8
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: VFPXFUHIDCZKOX-ZSHCYNCHSA-N

物化性质

• 沸点：
  396.3±42.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Phenyl-acrylic acid (1S,3S,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-6-en-3-yl ester 在 双氧水 、 vanadia 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以78.9%的产率得到APOHYOSCINE
  参考文献：
  名称：

  An efficient approach to the asymmetric total synthesis of (–)-anisodine

  摘要：

  -Anisodine (L-6,7-epoxy-3-tropyl-alpha-hydroxytropate), which was isolated from the medicinal plant Scopolia tanguticus Maxim, was the first efficiently prepared using 6-beta-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD). The intermediate compounds 10 and 11 showed promising cholinergic activity. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.12.001
• 作为产物：
  描述：

  trop-Δ6-3α-ol 、 2-苯基丙烯酰氯 以 氯仿 为溶剂， 反应 8.0h， 以3.5 g的产率得到2-Phenyl-acrylic acid (1S,3S,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-6-en-3-yl ester
  参考文献：
  名称：

  An efficient approach to the asymmetric total synthesis of (–)-anisodine

  摘要：

  -Anisodine (L-6,7-epoxy-3-tropyl-alpha-hydroxytropate), which was isolated from the medicinal plant Scopolia tanguticus Maxim, was the first efficiently prepared using 6-beta-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD). The intermediate compounds 10 and 11 showed promising cholinergic activity. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.12.001

文献信息

• An efficient approach to the asymmetric total synthesis of (–)-anisodine
  作者：Junbiao Chang、Weilin Xie、Limin Wang、Nianchun Ma、Senxiang Cheng、Jingxi Xie

  DOI：10.1016/j.ejmech.2005.12.001

  日期：2006.3

  -Anisodine (L-6,7-epoxy-3-tropyl-alpha-hydroxytropate), which was isolated from the medicinal plant Scopolia tanguticus Maxim, was the first efficiently prepared using 6-beta-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD). The intermediate compounds 10 and 11 showed promising cholinergic activity. (c) 2006 Elsevier SAS. All rights reserved.