diethyl 2-phthalimido-2-[N-(5-amino-1-benzylimidazolyl-4-carbonyl)amino]malonate | 324750-70-1

• 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: diethyl 2-phthalimido-2-[N-(5-amino-1-benzylimidazolyl-4-carbonyl)amino]malonate
• 英文别名: Diethyl 2-[(5-amino-1-benzylimidazole-4-carbonyl)amino]-2-(1,3-dioxoisoindol-2-yl)propanedioate
• CAS: 324750-70-1
• 化学式: C₂₆H₂₅N₅O₇
• 分子量: 519.514
• InChiKey: CMYVQGHIBVVBDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  163
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  diethyl 2-phthalimido-2-[N-(5-amino-1-benzylimidazolyl-4-carbonyl)amino]malonate 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以78%的产率得到9-benzyl-2-carboxyhypoxanthine
  参考文献：
  名称：

  A model study for a novel synthetic approach to 2-carboxyinosines

  摘要：

  A model study for a novel approach to the synthesis of 2-carboxyinosines has been described. The synthesis of 9-benzyl-2-carboxyhypoxanthine (I), a model for 2-carboxyinosine, was achieved in four steps starting from 1-benzyl-5-nitroimidazole-4-carboxylic acid. Also reported is the synthesis of 9-benzyl-2,2-bis(ethoxycarbonyl)hypoxanthine (II). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01725-1
• 作为产物：
  描述：

  diethyl 2-malonate 在 palladium on activated charcoal 溴 、 sodium hydride 、 环己烯 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 diethyl 2-phthalimido-2-[N-(5-amino-1-benzylimidazolyl-4-carbonyl)amino]malonate
  参考文献：
  名称：

  A model study for a novel synthetic approach to 2-carboxyinosines

  摘要：

  A model study for a novel approach to the synthesis of 2-carboxyinosines has been described. The synthesis of 9-benzyl-2-carboxyhypoxanthine (I), a model for 2-carboxyinosine, was achieved in four steps starting from 1-benzyl-5-nitroimidazole-4-carboxylic acid. Also reported is the synthesis of 9-benzyl-2,2-bis(ethoxycarbonyl)hypoxanthine (II). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01725-1

文献信息

• A model study for a novel synthetic approach to 2-carboxyinosines
  作者：Vasanthakumar Rajappan、Ramachandra S Hosmane

  DOI：10.1016/s0040-4039(00)01725-1

  日期：2000.12

  A model study for a novel approach to the synthesis of 2-carboxyinosines has been described. The synthesis of 9-benzyl-2-carboxyhypoxanthine (I), a model for 2-carboxyinosine, was achieved in four steps starting from 1-benzyl-5-nitroimidazole-4-carboxylic acid. Also reported is the synthesis of 9-benzyl-2,2-bis(ethoxycarbonyl)hypoxanthine (II). (C) 2000 Elsevier Science Ltd. All rights reserved.