tert-butyl 2-tert-butoxycarbonylamino-4-phenyl-1H-imidazol-1-carboxylate | 1243305-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl 2-tert-butoxycarbonylamino-4-phenyl-1H-imidazol-1-carboxylate
• CAS: 1243305-00-1
• 化学式: C₁₉H₂₅N₃O₄
• 分子量: 359.425
• InChiKey: BZTFRLOHLKSELC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  82.45
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-tert-butoxycarbonylamino-4-phenyl-1H-imidazol-1-carboxylate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以99%的产率得到tert-butyl 4-phenyl-1H-imidazol-2-ylcarbamate
  参考文献：
  名称：

  A novel synthesis of the 2-amino-1H-imidazol-4-carbaldehyde derivatives and its application to the efficient synthesis of 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A

  摘要：

  A novel synthesis of 2-amino-1H-imidazol-4-carbaldehyde derivatives was achieved by the reaction of tert-butoxycarbonylguanidine with 3-bromo-1,1-dimethoxypropan-2-one as a key step. The usefulness of the derivatives as building blocks was proved by accomplishing the efficient synthesis of the representative 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.074
• 作为产物：
  描述：

  2-amino-1-tert-butoxycarbonyl-4-phenylimidazole 、 二碳酸二叔丁酯 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以77%的产率得到tert-butyl 2-tert-butoxycarbonylamino-4-phenyl-1H-imidazol-1-carboxylate
  参考文献：
  名称：

  A novel synthesis of the 2-amino-1H-imidazol-4-carbaldehyde derivatives and its application to the efficient synthesis of 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A

  摘要：

  A novel synthesis of 2-amino-1H-imidazol-4-carbaldehyde derivatives was achieved by the reaction of tert-butoxycarbonylguanidine with 3-bromo-1,1-dimethoxypropan-2-one as a key step. The usefulness of the derivatives as building blocks was proved by accomplishing the efficient synthesis of the representative 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.074