(3S,3aR,4S,5S)-4,5-bis(benzyloxy)-3-phenylsulfonyl-hexahydropyrrolo[1,2-b]isoxazole | 1369963-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,3aR,4S,5S)-4,5-bis(benzyloxy)-3-phenylsulfonyl-hexahydropyrrolo[1,2-b]isoxazole
• 英文别名: (3S,3aR,4S,5S)-3-(benzenesulfonyl)-4,5-bis(phenylmethoxy)-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazole
• CAS: 1369963-74-5
• 化学式: C₂₆H₂₇NO₅S
• 分子量: 465.57
• InChiKey: PHKDPBDOGVCFQD-ROXDYWFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  73.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯基乙烯基砜 、 (3S,4S)-3,4-bis(benzyloxy)-3,4-dihydro-2H-pyrrole 1-oxide 以 甲苯 为溶剂， 反应 6.0h， 生成 (2R,3aS,4S,5S)-4,5-bis(benzyloxy)-2-phenylsulfonyl-hexahydropyrrolo[1,2-b]isoxazole 、 (3R,3aR,4S,5S)-4,5-bis(benzyloxy)-3-phenylsulfonyl-hexahydropyrrolo[1,2-b]isoxazole 、 (3S,3aR,4S,5S)-4,5-bis(benzyloxy)-3-phenylsulfonyl-hexahydropyrrolo[1,2-b]isoxazole
  参考文献：
  名称：

  1,3-Dipolar cycloaddition of nitrones with phenylvinyl sulfone. An experimental and theoretical study

  摘要：

  The addition of three nitrones to phenylvinylsulfone, 1, has been studied. The stereochemistry previously established by two-dimensional NMR techniques was confirmed by X-ray crystal structure determination. Theoretical studies made us propose that this reaction is not purely regioselective, but by controlling the substituents of nitrone and temperature the regioselectivity increases. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.01.006