(3aα,4α,8bα)-(+/-)-3,3a,4,8b-Tetrahydro-4-methylindeno<1,2-b>pyrrol-2-(1H)-one | 133099-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (3aα,4α,8bα)-(+/-)-3,3a,4,8b-Tetrahydro-4-methylindeno<1,2-b>pyrrol-2-(1H)-one
• 英文别名: (3aS,4S,8bS)-4-methyl-3,3a,4,8b-tetrahydro-1H-indeno[1,2-b]pyrrol-2-one
• CAS: 133099-96-4
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: RCFYMTBPDVHWCP-INNHCVQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-戊烯腈 在 sodium hydroxide 、 PPA 、 双氧水 、 四丁基硫酸氢铵 、 phosphorus pentoxide 作用下， 以 二氯甲烷 为溶剂， 反应 43.75h， 生成 (3aα,4α,8bα)-(+/-)-3,3a,4,8b-Tetrahydro-4-methylindeno<1,2-b>pyrrol-2-(1H)-one
  参考文献：
  名称：

  Stereocontrolled construction of condensed .gamma.-lactam ring systems by cationic cyclizations. Rearrangement of a .gamma.-lactam to a .delta.-lactam

  摘要：

  A new condensation of 3-alkenamides with benzaldehyde in acidic media, notably polyphosphoric acid, leads to gamma-lactam rings with high regio- and stereocontrol. One such gamma-lactam was shown to undergo a novel and stereocontrolled ring-expansion to a delta-lactam.

  DOI：

  10.1021/jo00081a005

文献信息

• Stereoselective syntheses of substituted .gamma.-lactams from 3-alkenamides
  作者：Charles M. Marson、Urszula Grabowska、Timothy Walsgrove、Drake S. Eggleston、Paul W. Baures

  DOI：10.1021/jo00008a001

  日期：1991.4

  gamma-Lactams and delta-lactams have been synthesized stereoselectively by condensing 3-alkenamides with benzaldehyde in acidic media.
• Stereocontrolled construction of condensed .gamma.-lactam ring systems by cationic cyclizations. Rearrangement of a .gamma.-lactam to a .delta.-lactam
  作者：Charles M. Marson、Urszula Grabowska、Timothy Walsgrove、Drake S. Eggleston、Paul W. Baures

  DOI：10.1021/jo00081a005

  日期：1994.1

  A new condensation of 3-alkenamides with benzaldehyde in acidic media, notably polyphosphoric acid, leads to gamma-lactam rings with high regio- and stereocontrol. One such gamma-lactam was shown to undergo a novel and stereocontrolled ring-expansion to a delta-lactam.