4-(3-Fluoro-phenoxymethyl)-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester | 652128-65-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3-Fluoro-phenoxymethyl)-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-[(3-fluorophenoxy)methyl]-4,5-dihydroimidazole-1-carboxylate；tert-butyl 4-[(3-fluorophenoxy)methyl]-4,5-dihydroimidazole-1-carboxylate
• CAS: 652128-65-9
• 化学式: C₁₅H₁₉FN₂O₃
• 分子量: 294.326
• InChiKey: IYRLVOQJBJOFMU-UHFFFAOYSA-N

物化性质

• 沸点：
  369.5±38.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  富马酸 、 4-(3-Fluoro-phenoxymethyl)-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester 在 碘代三甲硅烷 作用下， 以 甲醇 、 二氯甲烷 、 乙醚 为溶剂， 反应 6.0h， 生成 4-(3-fluoro-phenoxymethyl)-4,5-dihydro-1H-imidazole; compound with but-2-enedioic acid
  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 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 48.0h， 生成 4-(3-Fluoro-phenoxymethyl)-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

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.