rel-(3'R,4'S,3"S,4"R)-2,2-bis-(4-anisyl-5,5-dimethyl-4,5-dihydro-3H-pyrazol-3-yl)-5,5-dimethyl-2,5-dihydro-(1,3,4)-oxadiazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: rel-(3'R,4'S,3"S,4"R)-2,2-bis-(4-anisyl-5,5-dimethyl-4,5-dihydro-3H-pyrazol-3-yl)-5,5-dimethyl-2,5-dihydro-(1,3,4)-oxadiazole
• 英文别名: 2-[(3R,4S)-4-(4-methoxyphenyl)-5,5-dimethyl-3,4-dihydropyrazol-3-yl]-2-[(3S,4R)-4-(4-methoxyphenyl)-5,5-dimethyl-3,4-dihydropyrazol-3-yl]-5,5-dimethyl-1,3,4-oxadiazole
• 化学式: C₂₈H₃₆N₆O₃
• 分子量: 504.632
• InChiKey: IJRVKKFZBSMGIH-QPXQCHKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (1E,4e)-1,5-双(4-甲氧基苯基)-1,4-戊二烯-3-酮 、 2-重氮丙烷 以 乙醚 、 二氯甲烷 为溶剂， 生成 rel-(4S,4'R)-bis(4-anisyl-5,5-dimethyl-4,5-dihydro-1H-pyrazol-3-yl)ketone 、 rel-(4S,4'S)-bis(4-anisyl-5,5-dimethyl-4,5-dihydro-1H-pyrazol-3-yl)ketone 、 rel-(3'S,4'R,3"S,4"R)-2,2-bis-(4-anisyl-5,5-dimethyl-4,5-dihydro-3H-pyrazol-3-yl)-5,5-dimethyl-2,5-dihydro-(1,3,4)-oxadiazole 、 rel-(3'R,4'S,3"S,4"R)-2,2-bis-(4-anisyl-5,5-dimethyl-4,5-dihydro-3H-pyrazol-3-yl)-5,5-dimethyl-2,5-dihydro-(1,3,4)-oxadiazole
  参考文献：
  名称：

  Steroe- and chemoselectivity in 1,3-dipolar cycloaddition reaction of 2-diazopropane with diarylidenacetones

  摘要：

  1,3-Dipolar cycloaddition reaction of 2-diazopropane I with diarylideneacetones 2 carried out at 0 degrees C led to a minor Delta(2)-pyrazoline monocycloadduct 4 and two diastereoisomeric bicycloadducts 5 and 6. The same addition realised at -60 degrees C has enabled us to observe, beside bis-Delta(2)-pyrazolines 5 and 6, the formation of unexpected Delta(3)-(1,3,4)oxadiazoline derivatives 9 and 10. These two diastereoisomers result from the addition of 2-diazopropane on the carbonyl of unstable Delta(1)-pyrazoline intermediates 3' and 3 " with an unusual regiochemical way. Oxidation of 5 and 6 gave 3H-pyrazoles 7 and 8. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01056-4