methyl 2-[(4-chlorobenzoyl)oxymethyl]-2-methyl-4-methylsulfanyl-6-oxo-3H-pyran-5-carboxylate | 1214890-96-6

• 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: methyl 2-[(4-chlorobenzoyl)oxymethyl]-2-methyl-4-methylsulfanyl-6-oxo-3H-pyran-5-carboxylate
• CAS: 1214890-96-6
• 化学式: C₁₇H₁₇ClO₆S
• 分子量: 384.837
• InChiKey: RZXULGWJSNYJSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  羟基丙酮 、 methyl 6-(4-chlorophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylate 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以75%的产率得到methyl 2-[(4-chlorobenzoyl)oxymethyl]-2-methyl-4-methylsulfanyl-6-oxo-3H-pyran-5-carboxylate
  参考文献：
  名称：

  Unprecedented ‘ring transformation-rearrangement’ of pyran-2-ones into 5,6-dihydropyran-2-ones through insertion of acetol

  摘要：

  One-pot efficient synthesis of functionalized 5,6-dihydropyran-2-ones has been delineated by reacting 2H-pyran-2-ones and acetol in the presence of a base at room temperature. The formation of 5,6-dihydropyran-2-ones revealed that the reaction proceeded in a unique 'ring transformation-rearrangement' sequence. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetlet.2009.12.051

文献信息

• Unprecedented ‘ring transformation-rearrangement’ of pyran-2-ones into 5,6-dihydropyran-2-ones through insertion of acetol
  作者：Amit Kumar、Salil P. Singh、Deepti Verma、Ruchir Kant、Prakas R. Maulik、Atul Goel

  DOI：10.1016/j.tetlet.2009.12.051

  日期：2010.2

  One-pot efficient synthesis of functionalized 5,6-dihydropyran-2-ones has been delineated by reacting 2H-pyran-2-ones and acetol in the presence of a base at room temperature. The formation of 5,6-dihydropyran-2-ones revealed that the reaction proceeded in a unique 'ring transformation-rearrangement' sequence. (C) 2009 Elsevier Ltd. All rights reserved,