S-methyl 2-methyl-3-oxo-3-phenylpropanethioate | 82294-04-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-methyl 2-methyl-3-oxo-3-phenylpropanethioate
• 英文别名: 2-methyl-3-(methylthio)-1,3-benzenepropanedione
• CAS: 82294-04-0
• 化学式: C₁₁H₁₂O₂S
• 分子量: 208.281
• InChiKey: QJISBLOJQUWLAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 S-methyl 2-methyl-3-oxo-3-phenylpropanethioate 在 mercury(II) diacetate 作用下， 生成 methyl 2-benzoylpropionate
  参考文献：
  名称：

  A short synthesis of the 4-demethoxy-11-deoxyanthracycline skeleton. Regiospecific enolate C-carboxylation with carbon oxysulfide

  摘要：

  DOI：

  10.1021/jo00137a041
• 作为产物：
  描述：

  3,3-Bis(methylthio)-2-methyl-1-phenyl-2-propen-1-one 在 poly((1-vinyl-2-pyrrolidone)-co-(4-vinyl pyridine)) Br₂ 作用下， 以 水 为溶剂， 反应 3.0h， 以93%的产率得到S-methyl 2-methyl-3-oxo-3-phenylpropanethioate
  参考文献：
  名称：

  Bromine Complexes of Polyvinylpyrrolidone Supports: A Mild Reagent for the Transformation of α‐Oxoketene Dithioacetals to β‐Oxothiolesters

  摘要：

  When alpha-oxoketene dithioacetals 1a-n were treated with the bromine complex of a copolymer of 1-vinyl-2-pyrrolidone and 4-vinylpyridine, the corresponding thiolcarboxylates 2a-n were formed in excellent yields. The reaction also works with other 1-vinyl-2-pyrrolidone-derived polymers as well as commercially available polyvinylpyrrolidone- bromine complexes. The method is suitable for preparing aliphatic, aromatic, and gamma,delta-unsaturated beta-oxothiolcarboxylates.

  DOI：

  10.1080/00397910500182069

文献信息

• A short synthesis of the 4-demethoxy-11-deoxyanthracycline skeleton. Regiospecific enolate C-carboxylation with carbon oxysulfide
  作者：E. Vedejs、B. Nader

  DOI：10.1021/jo00137a041

  日期：1982.7
• Bromine Complexes of Polyvinylpyrrolidone Supports: A Mild Reagent for the Transformation of α‐Oxoketene Dithioacetals to β‐Oxothiolesters
  作者：Paulson Mathew、Satheesh K. Nair、K. M. Sreedhar、V. N. Rajasekharan Pillai、C. V. Asokan

  DOI：10.1080/00397910500182069

  日期：2005.8.1

  When alpha-oxoketene dithioacetals 1a-n were treated with the bromine complex of a copolymer of 1-vinyl-2-pyrrolidone and 4-vinylpyridine, the corresponding thiolcarboxylates 2a-n were formed in excellent yields. The reaction also works with other 1-vinyl-2-pyrrolidone-derived polymers as well as commercially available polyvinylpyrrolidone- bromine complexes. The method is suitable for preparing aliphatic, aromatic, and gamma,delta-unsaturated beta-oxothiolcarboxylates.