1-(1-phenylethyl)-6-methoxycarbonyl-3,4-didehydropiperidine

• 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: 1-(1-phenylethyl)-6-methoxycarbonyl-3,4-didehydropiperidine
• 英文别名: Hxvhyjmtmbypol-uhfffaoysa-；methyl 1-(1-phenylethyl)-3,6-dihydro-2H-pyridine-2-carboxylate
• 化学式: C₁₅H₁₉NO₂
• 分子量: 245.321
• InChiKey: HXVHYJMTMBYPOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙醛酸甲酯 、 1,3-丁二烯 、 α-苯乙胺 在 multistep synthesis 作用下， 生成 1-(1-phenylethyl)-6-methoxycarbonyl-3,4-didehydropiperidine
  参考文献：
  名称：

  Reaction d'aza-diels-alder diastereoselective : utilisation de la 1-phenylethyl imine de glyoxylated d'alkyle pour la synthese de derives d'α-amino acides cycliques

  摘要：

  The use of trifluoroacetic acid-boron trifluoride combination is highly effective in dichloromethane for the activation of 1-phenylethylimine of methyl or ethyl glyoxylates as heterodienophiles in Diels-Alder cycloaddition reactions with a series of conjugated dienes. High regio-(meta:para) and stereo-(endo:exo) selectivities are observed at low temperature. Asymmetric induction is very high (>98%) with cyclopentadiene but remains low in the other cases.

  DOI：

  10.1016/s0040-4020(01)81187-x

文献信息

• Reaction d'aza-diels-alder diastereoselective : utilisation de la 1-phenylethyl imine de glyoxylated d'alkyle pour la synthese de derives d'α-amino acides cycliques
  作者：Hervé Abraham、Lucien Stella

  DOI：10.1016/s0040-4020(01)81187-x

  日期：1992.1

  The use of trifluoroacetic acid-boron trifluoride combination is highly effective in dichloromethane for the activation of 1-phenylethylimine of methyl or ethyl glyoxylates as heterodienophiles in Diels-Alder cycloaddition reactions with a series of conjugated dienes. High regio-(meta:para) and stereo-(endo:exo) selectivities are observed at low temperature. Asymmetric induction is very high (>98%) with cyclopentadiene but remains low in the other cases.

表征谱图