4-(1H-benzimidazol-1-ylmethyl)-1,3-dioxolan-2-one | 1429244-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-(1H-benzimidazol-1-ylmethyl)-1,3-dioxolan-2-one
• 英文别名: 4-(Benzimidazol-1-ylmethyl)-1,3-dioxolan-2-one；4-(benzimidazol-1-ylmethyl)-1,3-dioxolan-2-one
• CAS: 1429244-40-5
• 化学式: C₁₁H₁₀N₂O₃
• 分子量: 218.212
• InChiKey: QWABBBDACIGCEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(1H-benzimidazol-1-ylmethyl)-1,3-dioxolan-2-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以88%的产率得到3-(1H-苯并咪唑-1-基)-1,2-丙烷二醇
  参考文献：
  名称：

  Use of tosylated glycerol carbonate to access N-glycerylated aza-aromatic species

  摘要：

  Tosylated glycerol carbonate was used for N-glyceryl functionalization of diverse aza-aromatic systems. Depending on the plc of the aza-heterocycle and the reaction conditions applied, original N-alkylated or N-acylated aza-heterocyclic derivatives were obtained. Those compounds carry an electrophilic appendage-either carbonate or epoxide-which allows further useful transformations. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.002
• 作为产物：
  描述：

  苯并咪唑 、 3-O-tosyl glycerol 1,2-carbonate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 5.5h， 以76%的产率得到4-(1H-benzimidazol-1-ylmethyl)-1,3-dioxolan-2-one
  参考文献：
  名称：

  Use of tosylated glycerol carbonate to access N-glycerylated aza-aromatic species

  摘要：

  Tosylated glycerol carbonate was used for N-glyceryl functionalization of diverse aza-aromatic systems. Depending on the plc of the aza-heterocycle and the reaction conditions applied, original N-alkylated or N-acylated aza-heterocyclic derivatives were obtained. Those compounds carry an electrophilic appendage-either carbonate or epoxide-which allows further useful transformations. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.002

文献信息

• Use of tosylated glycerol carbonate to access N-glycerylated aza-aromatic species
  作者：Gytė Vilkauskaitė、Sonata Krikštolaitytė、Osvaldas Paliulis、Patrick Rollin、Arnaud Tatibouët、Algirdas Šačkus

  DOI：10.1016/j.tet.2013.03.002

  日期：2013.5

  Tosylated glycerol carbonate was used for N-glyceryl functionalization of diverse aza-aromatic systems. Depending on the plc of the aza-heterocycle and the reaction conditions applied, original N-alkylated or N-acylated aza-heterocyclic derivatives were obtained. Those compounds carry an electrophilic appendage-either carbonate or epoxide-which allows further useful transformations. (C) 2013 Elsevier Ltd. All rights reserved.