(2R,3S)-1-(Toluene-4-sulfonyl)-octane-2,3-diol | 140174-79-4

• 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: (2R,3S)-1-(Toluene-4-sulfonyl)-octane-2,3-diol
• 英文别名: (2R,3S)-1-(4-methylphenyl)sulfonyloctane-2,3-diol
• CAS: 140174-79-4
• 化学式: C₁₅H₂₄O₄S
• 分子量: 300.419
• InChiKey: QLWSXMKDULXUBW-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S)-1-(Toluene-4-sulfonyl)-octane-2,3-diol 在 ruthenium trichloride sodium periodate 、 氯化亚砜 、 三乙胺 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (E,3S)-1-(4-methylphenyl)sulfonyloct-1-en-3-ol
  参考文献：
  名称：

  A new method for the dehydration of β-hydroxy sulfones: synthesis of (E,S)-γ-hydroxy-α,β-unsaturated sulfones and (S)-ε-hydroxy-(E,E)-α,γ-dienyl sulfones

  摘要：

  Optically active (E,S)-gamma-hydroxy-alpha,beta-unsaturated sulfones and (S)-epsilon-hydroxy-(E,E)-alpha,gamma-dienyl sulfones have been prepared in a one-pot dehydration procedure from beta,gamma-dihydroxy sulfones and delta,epsilon-dihydroxy allyl sulfones, respectively, via an elimination reaction of the corresponding cyclic sulfites or carbonates formed in situ by treatment with thionyl chloride or carbonyldiimidazole.

  DOI：

  10.1039/p19920000405
• 作为产物：
  描述：

  (4R,5S)-4-Iodomethyl-2,2-dimethyl-5-pentyl-[1,3]dioxolane 在 Dowex 50 WX 8 resin 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 (2R,3S)-1-(Toluene-4-sulfonyl)-octane-2,3-diol
  参考文献：
  名称：

  A new method for the dehydration of β-hydroxy sulfones: synthesis of (E,S)-γ-hydroxy-α,β-unsaturated sulfones and (S)-ε-hydroxy-(E,E)-α,γ-dienyl sulfones

  摘要：

  Optically active (E,S)-gamma-hydroxy-alpha,beta-unsaturated sulfones and (S)-epsilon-hydroxy-(E,E)-alpha,gamma-dienyl sulfones have been prepared in a one-pot dehydration procedure from beta,gamma-dihydroxy sulfones and delta,epsilon-dihydroxy allyl sulfones, respectively, via an elimination reaction of the corresponding cyclic sulfites or carbonates formed in situ by treatment with thionyl chloride or carbonyldiimidazole.

  DOI：

  10.1039/p19920000405

文献信息

• A new method for the dehydration of β-hydroxy sulfones: synthesis of (E,S)-γ-hydroxy-α,β-unsaturated sulfones and (S)-ε-hydroxy-(E,E)-α,γ-dienyl sulfones
  作者：Suk-Ku Kang、Young-Won Park、Sung-Gyu Kim、Jae-Hoon Jeon

  DOI：10.1039/p19920000405

  日期：——

  Optically active (E,S)-gamma-hydroxy-alpha,beta-unsaturated sulfones and (S)-epsilon-hydroxy-(E,E)-alpha,gamma-dienyl sulfones have been prepared in a one-pot dehydration procedure from beta,gamma-dihydroxy sulfones and delta,epsilon-dihydroxy allyl sulfones, respectively, via an elimination reaction of the corresponding cyclic sulfites or carbonates formed in situ by treatment with thionyl chloride or carbonyldiimidazole.