(2S,3aS,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole | 1341196-79-9

• 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: (2S,3aS,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole
• 英文别名: (1S,2S,6R,10S)-10-(benzenesulfonyl)-1-(benzenesulfonylmethyl)-4,4-dimethyl-3,5,9-trioxa-8-azatricyclo[6.3.0.02,6]undecane
• CAS: 1341196-79-9
• 化学式: C₂₂H₂₅NO₇S₂
• 分子量: 479.575
• InChiKey: DBIHFSBSSAYENS-XAPVIXHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,3aS,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole 在 甲醇 、 sodium-mercury amalgam (5%) 作用下， 反应 2.0h， 以40%的产率得到(2S,3S,4R)-2-(2-hydroxyethyl)-2-phenylsulfonylmethyl-3,4-isopropylidenedioxypyrrolidine
  参考文献：
  名称：

  Sulfone chemistry for the synthesis of C-branched pyrrolidines

  摘要：

  The synthesis of a C-branched homopyrrolidinol has been achieved by making use of the reactivity of the sulfone group in four different ways. The stereochemistry of the two compounds has been established by X-ray diffraction analysis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.001
• 作为产物：
  描述：

  (2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine 在 manganese(IV) oxide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 26.0h， 生成 (2S,3aS,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole
  参考文献：
  名称：

  Sulfone chemistry for the synthesis of C-branched pyrrolidines

  摘要：

  The synthesis of a C-branched homopyrrolidinol has been achieved by making use of the reactivity of the sulfone group in four different ways. The stereochemistry of the two compounds has been established by X-ray diffraction analysis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.001

文献信息

• Sulfone chemistry for the synthesis of C-branched pyrrolidines
  作者：Mari F. Flores、Pilar García、Narciso M. Garrido、Isidro S. Marcos、Francisca Sanz、David Díez

  DOI：10.1016/j.tetasy.2011.08.001

  日期：2011.7

  The synthesis of a C-branched homopyrrolidinol has been achieved by making use of the reactivity of the sulfone group in four different ways. The stereochemistry of the two compounds has been established by X-ray diffraction analysis. (C) 2011 Elsevier Ltd. All rights reserved.