N-[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]-S-methyl-S-2-pyridylsulfoximine | 1384980-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]-S-methyl-S-2-pyridylsulfoximine
• CAS: 1384980-58-8
• 化学式: C₁₆H₁₇ClN₂O₃S
• 分子量: 352.842
• InChiKey: YLQMROJYQCIZDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.62
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]-S-methyl-S-2-pyridylsulfoximine 、 溶剂黄146 在 碘苯二乙酸 、 palladium diacetate 作用下， 反应 24.0h， 以51%的产率得到N-[3-acetoxy-2-(4-chlorophenoxy)-2-methylpropanoyl]-S-methyl-S-2-pyridylsulfoximine
  参考文献：
  名称：

  Pd(II)-Catalyzed Primary-C(sp³)–H Acyloxylation at Room Temperature

  摘要：

  With the aid of a novel S-methyl-S-2-pyridyl-sulfoximine (MPyS) directing group (DG), the unactivated primary beta-C(sp(3))-H bond of MPyS-N-amides oxidizes at room temperature. The catalytic conditions are applicable to the diacetoxylation of primary beta,beta'-C(sp(3))-H bonds, and the carboxylic acid solvent is pivotal in the formation of the C-O bond. The MPyS-DG cleaves from the oxidation products and is recovered. This method provides convenient access to alpha,alpha'-disubstituted-beta-hydroxycarboxylic acids.

  DOI：

  10.1021/ol301579q
• 作为产物：
  描述：

  N-[3-acetoxy-2-benzyl-2-methylpropanoyl]-S- methyl-S-2-pyridylsulfoximine 在 盐酸 、 4-二甲氨基吡啶 、 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 N-[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]-S-methyl-S-2-pyridylsulfoximine
  参考文献：
  名称：

  Pd(II)-Catalyzed Primary-C(sp³)–H Acyloxylation at Room Temperature

  摘要：

  With the aid of a novel S-methyl-S-2-pyridyl-sulfoximine (MPyS) directing group (DG), the unactivated primary beta-C(sp(3))-H bond of MPyS-N-amides oxidizes at room temperature. The catalytic conditions are applicable to the diacetoxylation of primary beta,beta'-C(sp(3))-H bonds, and the carboxylic acid solvent is pivotal in the formation of the C-O bond. The MPyS-DG cleaves from the oxidation products and is recovered. This method provides convenient access to alpha,alpha'-disubstituted-beta-hydroxycarboxylic acids.

  DOI：

  10.1021/ol301579q