methyl 2-(2-(diethoxymethyl)-1H-benzoimidazol-1-yl)acetate | 1255929-11-3

• 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: methyl 2-(2-(diethoxymethyl)-1H-benzoimidazol-1-yl)acetate
• CAS: 1255929-11-3
• 化学式: C₁₅H₂₀N₂O₄
• 分子量: 292.335
• InChiKey: VEWMYSFIJXAHMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.28
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  62.58
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-(diethoxymethyl)-1H-benzoimidazol-1-yl)acetate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以95%的产率得到2-(2-(diethoxymethyl)-1H-benzoimidazol-1-yl)acetic acid
  参考文献：
  名称：

  Unique substituted 3-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-1-carboxamides generated by Ugi 3CC using bifunctional starting material

  摘要：

  2-(2-Formyl-1H-benzimidazol-1-yl)acetic acid, as a bifunctional formyl-acid was prepared in four steps. This compound underwent one-pot reaction with primary amines, and alkyl isocyanides under Ugi conditions. A series of novel 3-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-1-carboxamides were obtained in moderate to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.057
• 作为产物：
  描述：

  2-(diethoxymethyl)-1H-benzimidazole 、 氯乙酸甲酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以91%的产率得到methyl 2-(2-(diethoxymethyl)-1H-benzoimidazol-1-yl)acetate
  参考文献：
  名称：

  Unique substituted 3-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-1-carboxamides generated by Ugi 3CC using bifunctional starting material

  摘要：

  2-(2-Formyl-1H-benzimidazol-1-yl)acetic acid, as a bifunctional formyl-acid was prepared in four steps. This compound underwent one-pot reaction with primary amines, and alkyl isocyanides under Ugi conditions. A series of novel 3-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-1-carboxamides were obtained in moderate to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.057

文献信息

• Unique substituted 3-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-1-carboxamides generated by Ugi 3CC using bifunctional starting material
  作者：Mehdi Ghandi、Nahid Zarezadeh、Abuzar Taheri

  DOI：10.1016/j.tet.2010.08.057

  日期：2010.10

  2-(2-Formyl-1H-benzimidazol-1-yl)acetic acid, as a bifunctional formyl-acid was prepared in four steps. This compound underwent one-pot reaction with primary amines, and alkyl isocyanides under Ugi conditions. A series of novel 3-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-1-carboxamides were obtained in moderate to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.