ethyl 4-(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)butyrate | 143565-33-7

• 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: ethyl 4-(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)butyrate
• 英文别名: Ethyl 4-(3,5-dibenzyl-4-oxo-1,3,5-triazinan-1-yl)butanoate
• CAS: 143565-33-7
• 化学式: C₂₃H₂₉N₃O₃
• 分子量: 395.502
• InChiKey: BQSFRQQHIMIHTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  53.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)butyrate 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到5-(4-hydroxybutyl)-1,3-dibenzylhexahydro-2-oxo-1,3,5-triazine
  参考文献：
  名称：

  Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection

  摘要：

  The use of 1,3-dibenzyl-5-substituted-hexahydro-2-oxo-1,3,5-triazine ("dibenzyltriazone") as a protecting group for primary amino is described. Optimized conditions for formation and hydrolysis of dibenzyltriazones, as well as a variety of transformations (reduction, oxidation, hydroxyl modification, C-C bond formation) compatible with this protecting group, are presented. N-Protected amino aldehydes such as 46, 47, and 94 are particularly valuable building blocks, as demonstrated by the syntheses of hypusine (86), deoxyhypusine (85), spermidine (74), and two unsaturated spermidine analogues 81 and 84.

  DOI：

  10.1021/jo00049a036
• 作为产物：
  描述：

  异氰酸苄酯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 ethyl 4-(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)butyrate
  参考文献：
  名称：

  Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection

  摘要：

  The use of 1,3-dibenzyl-5-substituted-hexahydro-2-oxo-1,3,5-triazine ("dibenzyltriazone") as a protecting group for primary amino is described. Optimized conditions for formation and hydrolysis of dibenzyltriazones, as well as a variety of transformations (reduction, oxidation, hydroxyl modification, C-C bond formation) compatible with this protecting group, are presented. N-Protected amino aldehydes such as 46, 47, and 94 are particularly valuable building blocks, as demonstrated by the syntheses of hypusine (86), deoxyhypusine (85), spermidine (74), and two unsaturated spermidine analogues 81 and 84.

  DOI：

  10.1021/jo00049a036

文献信息

• Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection
  作者：Spencer Knapp、Jeffrey J. Hale、Margarita Bastos、Audrey Molina、Kuang Yu Chen

  DOI：10.1021/jo00049a036

  日期：1992.11

  The use of 1,3-dibenzyl-5-substituted-hexahydro-2-oxo-1,3,5-triazine ("dibenzyltriazone") as a protecting group for primary amino is described. Optimized conditions for formation and hydrolysis of dibenzyltriazones, as well as a variety of transformations (reduction, oxidation, hydroxyl modification, C-C bond formation) compatible with this protecting group, are presented. N-Protected amino aldehydes such as 46, 47, and 94 are particularly valuable building blocks, as demonstrated by the syntheses of hypusine (86), deoxyhypusine (85), spermidine (74), and two unsaturated spermidine analogues 81 and 84.