(S)-[1-(1-isopropyl-allyl)-1H-imidazol-2-yl]-methanol | 807618-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-[1-(1-isopropyl-allyl)-1H-imidazol-2-yl]-methanol
• CAS: 807618-03-7
• 化学式: C₁₀H₁₆N₂O
• 分子量: 180.25
• InChiKey: KSBYUWDAWYROTD-SECBINFHSA-N

物化性质

• 沸点：
  305.6±35.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.05
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-[1-(1-isopropyl-allyl)-1H-imidazol-2-yl]-methanol 在 manganese(IV) oxide 、 碳酸氢钠 、 magnesium sulfate 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 48.0h， 生成 (5S,6R,9S)-8-benzyl-5-isopropyl-5,6,8,9-tetrahydro-6,9-methanoimidazo[2,1-d][1,2,5]oxadiazepine
  参考文献：
  名称：

  Intramolecular cycloadditions of nitrones derived from optically active 1-alkenyl-2-imidazolecarbaldehydes: regio- and diastereoselectivity

  摘要：

  Enantiopure polyfunctionalized imidazo[1,2-a]pyridines and pyrrolo[1,2-a]imidazoles, two classes of heterocyclic compounds including anti-inflammatories and glycosidase inhibitors, were synthesized starting from natural alpha-aminoacids and exploiting an intramolecular nitrone cycloaddition as the key step. The regiochemistry of the cycloaddition, which determines the product distribution, was markedly dependent on the R substituent and, therefore, submitted to a theoretical study by means of ab initio and MP2 calculations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.07.065
• 作为产物：
  描述：

  2-甲基-2-丙基[(3S)-4-甲基-1-戊烯-3-基]氨基甲酸酯 在 磷酸 、 ammonium chloride 、 溶剂黄146 、 三氟乙酸 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 62.5h， 生成 (S)-[1-(1-isopropyl-allyl)-1H-imidazol-2-yl]-methanol
  参考文献：
  名称：

  Intramolecular cycloadditions of nitrones derived from optically active 1-alkenyl-2-imidazolecarbaldehydes: regio- and diastereoselectivity

  摘要：

  Enantiopure polyfunctionalized imidazo[1,2-a]pyridines and pyrrolo[1,2-a]imidazoles, two classes of heterocyclic compounds including anti-inflammatories and glycosidase inhibitors, were synthesized starting from natural alpha-aminoacids and exploiting an intramolecular nitrone cycloaddition as the key step. The regiochemistry of the cycloaddition, which determines the product distribution, was markedly dependent on the R substituent and, therefore, submitted to a theoretical study by means of ab initio and MP2 calculations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.07.065