4-((2,6-dimethylphenyl)thio)dihydrofuran-2(3H)-one | 1588512-06-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-((2,6-dimethylphenyl)thio)dihydrofuran-2(3H)-one
• 英文别名: (4R)-4-(2,6-dimethylphenyl)sulfanyloxolan-2-one
• CAS: 1588512-06-4
• 化学式: C₁₂H₁₄O₂S
• 分子量: 222.308
• InChiKey: UXBMALKAFFMARS-SNVBAGLBSA-N

物化性质

• 沸点：
  375.3±42.0 °C(predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-S-(2,6-dimethylphenyl) 4-hydroxybut-2-enethioate 在 2,6-二甲基巯基苯酚 、 C₂₉H₂₉F₅N₄S 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以48%的产率得到
  参考文献：
  名称：

  Asymmetric Isomerization of ω-Hydroxy-α,β-Unsaturated Thioesters into β-Mercaptolactones by a Bifunctional Aminothiourea Catalyst

  摘要：

  We present a novel methodology for the asymmetric synthesis of beta-mercaptolactones via isomerization of cohydroxy-alpha,beta-unsaturated thioesters by means of a bifunctional aminothiourea catalyst. The catalyst interacts with the substrate through the cooperative action of both a covalent bond at the amino group and noncovalent bonding at the thiourea group. The potential for an enantiodivergent synthesis could also be demonstrated by carrying out the reaction in a different solvent system.

  DOI：

  10.1021/ol500637x

文献信息

• Asymmetric Isomerization of ω-Hydroxy-α,β-Unsaturated Thioesters into β-Mercaptolactones by a Bifunctional Aminothiourea Catalyst
  作者：Yukihiro Fukata、Takaaki Okamura、Keisuke Asano、Seijiro Matsubara

  DOI：10.1021/ol500637x

  日期：2014.4.18

  We present a novel methodology for the asymmetric synthesis of beta-mercaptolactones via isomerization of cohydroxy-alpha,beta-unsaturated thioesters by means of a bifunctional aminothiourea catalyst. The catalyst interacts with the substrate through the cooperative action of both a covalent bond at the amino group and noncovalent bonding at the thiourea group. The potential for an enantiodivergent synthesis could also be demonstrated by carrying out the reaction in a different solvent system.