5-(羟甲基)-3-(叔丁氧羰基)咪唑啉 | 652128-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 5-(羟甲基)-3-(叔丁氧羰基)咪唑啉
• 英文名称: 5-(hydroxymethyl)-3-(t-butyloxycarbonyl)imidazoline
• 英文别名: Tert-butyl 4-(hydroxymethyl)-4,5-dihydroimidazole-1-carboxylate；tert-butyl 4-(hydroxymethyl)-4,5-dihydroimidazole-1-carboxylate
• CAS: 652128-56-8
• 化学式: C₉H₁₆N₂O₃
• 分子量: 200.238
• InChiKey: LEAJJONXPNDCBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  292.3±32.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(羟甲基)-3-(叔丁氧羰基)咪唑啉 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 、 barium carbonate 作用下， 以30%的产率得到4-bromomethyl-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of C5-substituted imidazolines

  摘要：

  5-(Hydroxymethyl)-3-(t-butyloxycarbonyl)imidazoline 2 was prepared in four steps from 2,3-diaminopropionic acid in 72% overall yield. Mitsunobu reaction with a series of phenol derivatives gave the corresponding 5-(aryloxymethyl)-3-(t-butyloxycarbonyl)imidazolines 8a-1. Phthalimide and N-benzyl trifluoroacetamide also reacted. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.044
• 作为产物：
  描述：

  3-(t-butyloxycarbonyl)-5-(methoxycarbonyl)imidazoline 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 以91%的产率得到5-(羟甲基)-3-(叔丁氧羰基)咪唑啉
  参考文献：
  名称：

  Synthesis of C5-substituted imidazolines

  摘要：

  5-(Hydroxymethyl)-3-(t-butyloxycarbonyl)imidazoline 2 was prepared in four steps from 2,3-diaminopropionic acid in 72% overall yield. Mitsunobu reaction with a series of phenol derivatives gave the corresponding 5-(aryloxymethyl)-3-(t-butyloxycarbonyl)imidazolines 8a-1. Phthalimide and N-benzyl trifluoroacetamide also reacted. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.044

文献信息

• Synthesis of C5-substituted imidazolines
  作者：Nathalie Defacqz、Van Tran-Trieu、Alex Cordi、Jacqueline Marchand-Brynaert

  DOI：10.1016/j.tetlet.2003.10.044

  日期：2003.12

  5-(Hydroxymethyl)-3-(t-butyloxycarbonyl)imidazoline 2 was prepared in four steps from 2,3-diaminopropionic acid in 72% overall yield. Mitsunobu reaction with a series of phenol derivatives gave the corresponding 5-(aryloxymethyl)-3-(t-butyloxycarbonyl)imidazolines 8a-1. Phthalimide and N-benzyl trifluoroacetamide also reacted. (C) 2003 Elsevier Ltd. All rights reserved.