Tert-butyl 2-(hydroxymethyl)-2-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate | 850789-25-2

• 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: Tert-butyl 2-(hydroxymethyl)-2-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate
• 英文别名: tert-butyl 5-(hydroxymethyl)-5-methyl-2H-pyrrole-1-carboxylate
• CAS: 850789-25-2
• 化学式: C₁₁H₁₉NO₃
• 分子量: 213.277
• InChiKey: NJICUPQZQXLMDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  296.3±33.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-(hydroxymethyl)-2-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate 以40%的产率得到N-Boc-2-甲基吡咯
  参考文献：
  名称：

  3-(2,5-Dihydro-1H-pyrrol-2-ylmethoxy)pyridines: synthesis and analgesic activity

  摘要：

  We disclose an efficient procedure for the preparation of ethers of 2-substituted 2-hydroxymethylpyrroline and of 2-aminomethyl-3-pyrrolines, involving, as a key step, formation and nucleophilic ring opening of a cyclic sulfamidate. Several new analogs of epibatidine (1) and tebanicline (ABT-594, 2) were prepared and tested for analgesic activity in the mouse formalin model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.058
• 作为产物：
  描述：

  1H-吡咯-1,2-二羧酸,2,5-二氢-2-甲基-,1-(1,1-二甲基乙基)2-(1-甲基乙基)酯 在 锂硼氢 作用下， 以 甲醇 、 乙醚 为溶剂， 以78%的产率得到Tert-butyl 2-(hydroxymethyl)-2-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate
  参考文献：
  名称：

  3-(2,5-Dihydro-1H-pyrrol-2-ylmethoxy)pyridines: synthesis and analgesic activity

  摘要：

  We disclose an efficient procedure for the preparation of ethers of 2-substituted 2-hydroxymethylpyrroline and of 2-aminomethyl-3-pyrrolines, involving, as a key step, formation and nucleophilic ring opening of a cyclic sulfamidate. Several new analogs of epibatidine (1) and tebanicline (ABT-594, 2) were prepared and tested for analgesic activity in the mouse formalin model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.058