[2-[3-(Benzoyloxymethyl)pentan-3-yldisulfanyl]-2-ethylbutyl] benzoate | 935676-92-9

• 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: [2-[3-(Benzoyloxymethyl)pentan-3-yldisulfanyl]-2-ethylbutyl] benzoate
• 英文别名: [2-[3-(benzoyloxymethyl)pentan-3-yldisulfanyl]-2-ethylbutyl] benzoate
• CAS: 935676-92-9
• 化学式: C₂₆H₃₄O₄S₂
• 分子量: 474.686
• InChiKey: BOESSSUFVHLEQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [2-[3-(Benzoyloxymethyl)pentan-3-yldisulfanyl]-2-ethylbutyl] benzoate 在 bis(acetylacetonate)oxovanadium 、 双氧水 作用下， 以 氯仿 为溶剂， 以15%的产率得到[2-[3-(Benzoyloxymethyl)pentan-3-ylsulfinylsulfanyl]-2-ethylbutyl] benzoate
  参考文献：
  名称：

  Enantioselective Organocatalytic Oxidation of Functionalized Sterically Hindered Disulfides

  摘要：

  The first study on enantioselective oxidation of functionalized sterically hindered disulfides is reported. This study shows that the Shi organocatalytic system using carbohydrate-derived ketone with oxone is superior to the Ellman-Bolm vanadium catalyst in terms of chemical yield and enantioselectivity. Whereas the latter system afforded mostly racemic thiosulfinates in low to moderate yields, the former one afforded thiosulfinates with up to 96% ee.

  DOI：

  10.1021/ol070056z
• 作为产物：
  描述：

  2-乙基丁醛 在 吡啶 、 二氯化二硫 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 66.5h， 生成 [2-[3-(Benzoyloxymethyl)pentan-3-yldisulfanyl]-2-ethylbutyl] benzoate
  参考文献：
  名称：

  Enantioselective Organocatalytic Oxidation of Functionalized Sterically Hindered Disulfides

  摘要：

  The first study on enantioselective oxidation of functionalized sterically hindered disulfides is reported. This study shows that the Shi organocatalytic system using carbohydrate-derived ketone with oxone is superior to the Ellman-Bolm vanadium catalyst in terms of chemical yield and enantioselectivity. Whereas the latter system afforded mostly racemic thiosulfinates in low to moderate yields, the former one afforded thiosulfinates with up to 96% ee.

  DOI：

  10.1021/ol070056z

文献信息

• Enantioselective Organocatalytic Oxidation of Functionalized Sterically Hindered Disulfides
  作者：Noureddine Khiar、Siham Mallouk、Victoria Valdivia、Khalid Bougrin、Mohammed Soufiaoui、Inmaculada Fernández

  DOI：10.1021/ol070056z

  日期：2007.3.1

  The first study on enantioselective oxidation of functionalized sterically hindered disulfides is reported. This study shows that the Shi organocatalytic system using carbohydrate-derived ketone with oxone is superior to the Ellman-Bolm vanadium catalyst in terms of chemical yield and enantioselectivity. Whereas the latter system afforded mostly racemic thiosulfinates in low to moderate yields, the former one afforded thiosulfinates with up to 96% ee.