(1R,2R,3a'R,5S,6'S)-6,6-dimethyl-3a',6'-diphenyl-5'-(p-tolyl)tetrahydro-3'H-spiro[bicyclo[3.1.1]heptane-2,2'-imidazo[1,5-b]isoxazole] | 367262-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (1R,2R,3a'R,5S,6'S)-6,6-dimethyl-3a',6'-diphenyl-5'-(p-tolyl)tetrahydro-3'H-spiro[bicyclo[3.1.1]heptane-2,2'-imidazo[1,5-b]isoxazole]
• CAS: 367262-86-0
• 化学式: C₃₂H₃₆N₂O
• 分子量: 464.651
• InChiKey: JUIJYADUBMSVPB-IJTVRGMTSA-N

物化性质

• 沸点：
  603.6±65.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.24
• 重原子数：
  35.0
• 可旋转键数：
  3.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  15.71
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1R,2R,3a'R,5S,6'S)-6,6-dimethyl-3a',6'-diphenyl-5'-(p-tolyl)tetrahydro-3'H-spiro[bicyclo[3.1.1]heptane-2,2'-imidazo[1,5-b]isoxazole] 以 xylene 为溶剂， 反应 73.0h， 生成 6',6'-Dimethyl-5-(4-methoxyphenyl)-3a-(4-methoxyphenyl)-hexahydrospiro(imidazo[1,5-b]isoxazole-2,2'-bicyclo[3.1.1]heptane)
  参考文献：
  名称：

  The first regio- and diastereoselective synthesis of homochiral perhydroimidazoisoxazoles via the 1,3-dipolar cycloaddition of imidazoline 3-oxides with (1S)-(−)-β-pinene

  摘要：

  The 1,3-dipolar cycloaddition of imidazoline 1-oxides I with (1S)-(-)-beta -pinene proceeds regio- and diastereoselectively to give homochiral perhydroimidazoisoxazole derivatives 3 in high yields in the cases of imidazoline 3-oxides 1a-e but in low yields in the reactions of If g. The preferred attack of (1S)-(-)-beta -pinene to the cyclic nitrone was shown to be anti-endo. The reaction of racemic nitrones (+/-)-1f g with the homochiral beta -pinene gave the adduct from (lie (S)-nitrone and the corresponding imidazole. The adducts 3 Undergo retro-1,3-dipolar cycloaddition when heated in the condensed phase or in diphenyl ether to give the corresponding imidazole and beta -pinene. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00270-1
• 作为产物：
  描述：

  beta-pinene 、 2,4-diphenyl-1-p-tolyl-2,5-dihydro-1H-imidazole 3-oxide 以 甲苯 为溶剂， 反应 432.0h， 以70%的产率得到2,4-diphenyl-1-(p-tolyl)-1H-imidazole
  参考文献：
  名称：

  The first regio- and diastereoselective synthesis of homochiral perhydroimidazoisoxazoles via the 1,3-dipolar cycloaddition of imidazoline 3-oxides with (1S)-(−)-β-pinene

  摘要：

  The 1,3-dipolar cycloaddition of imidazoline 1-oxides I with (1S)-(-)-beta -pinene proceeds regio- and diastereoselectively to give homochiral perhydroimidazoisoxazole derivatives 3 in high yields in the cases of imidazoline 3-oxides 1a-e but in low yields in the reactions of If g. The preferred attack of (1S)-(-)-beta -pinene to the cyclic nitrone was shown to be anti-endo. The reaction of racemic nitrones (+/-)-1f g with the homochiral beta -pinene gave the adduct from (lie (S)-nitrone and the corresponding imidazole. The adducts 3 Undergo retro-1,3-dipolar cycloaddition when heated in the condensed phase or in diphenyl ether to give the corresponding imidazole and beta -pinene. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00270-1