(R,R)-(+)-bis[2-(phenylsulfanyl)propyl]sulfide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (R,R)-(+)-bis[2-(phenylsulfanyl)propyl]sulfide
• 英文别名: [(2S)-1-[(2S)-2-phenylsulfanylpropyl]sulfanylpropan-2-yl]sulfanylbenzene
• 化学式: C₁₈H₂₂S₃
• 分子量: 334.571
• InChiKey: NPVMLIOKVNWZGI-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S,S)-bis-(2-hydroxypropyl) sulphide 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (R,R)-(+)-bis[2-(phenylsulfanyl)propyl]sulfide
  参考文献：
  名称：

  Synthesis of C 2 -symmetric tris-thioethers via optically active mustards

  摘要：

  Chiral dihydroxy thioethers derived from L-mandelic and L-lactic acid are activated with SOCl2, SOBr2 and by bis-trifluoroacetate formation to give optically active mustard gas analogues. These compounds serve as substrates for stereospecific nucleophilic substitution reactions with NaSEt and NaSPh to furnish C-2-symmetric tris-thioethers with overall inversion of configuration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00006-0

文献信息

• Synthesis of C 2 -symmetric tris-thioethers via optically active mustards
  作者：Jens Christoffers、Ulrich Rößler

  DOI：10.1016/s0040-4020(01)00006-0

  日期：2001.2

  Chiral dihydroxy thioethers derived from L-mandelic and L-lactic acid are activated with SOCl2, SOBr2 and by bis-trifluoroacetate formation to give optically active mustard gas analogues. These compounds serve as substrates for stereospecific nucleophilic substitution reactions with NaSEt and NaSPh to furnish C-2-symmetric tris-thioethers with overall inversion of configuration. (C) 2001 Elsevier Science Ltd. All rights reserved.