4-(Naphthalen-2-yloxymethyl)-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester | 652128-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(Naphthalen-2-yloxymethyl)-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-(naphthalen-2-yloxymethyl)-4,5-dihydroimidazole-1-carboxylate；tert-butyl 4-(naphthalen-2-yloxymethyl)-4,5-dihydroimidazole-1-carboxylate
• CAS: 652128-72-8
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: ZHCDMZYBKAVEKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  富马酸 、 4-(Naphthalen-2-yloxymethyl)-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-(Naphthalen-2-yloxymethyl)-4,5-dihydro-1H-imidazole; compound with (E)-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-(Naphthalen-2-yloxymethyl)-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.