4-aza-1,3-bis(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)octane | 143565-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-aza-1,3-bis(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)octane
• 英文别名: 1,3-Dibenzyl-5-[4-[3-(3,5-dibenzyl-4-oxo-1,3,5-triazinan-1-yl)propylamino]butyl]-1,3,5-triazinan-2-one
• CAS: 143565-69-9
• 化学式: C₄₁H₅₁N₇O₂
• 分子量: 673.902
• InChiKey: DXZMFLKIPPUZNP-UHFFFAOYSA-N

物化性质

• 沸点：
  823.0±65.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  50
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-aza-1,3-bis(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)octane 在 哌啶 作用下， 以 甲醇 为溶剂， 以90%的产率得到亚精胺
  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：

  1,3-二苄基脲 在 sodium tetrahydroborate 、 锂硼氢 、 草酰氯 、 4 A molecular sieve 、 二甲基亚砜 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 21.75h， 生成 4-aza-1,3-bis(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)octane
  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.