4-Hydroxy-5-(methoxycarbonyl-phenylsulfanyl-methyl)-2-methyl-6-oxo-6H-pyran-3-carboxylic acid methyl ester | 154368-72-6

• 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-Hydroxy-5-(methoxycarbonyl-phenylsulfanyl-methyl)-2-methyl-6-oxo-6H-pyran-3-carboxylic acid methyl ester
• 英文别名: Methyl 4-hydroxy-5-(2-methoxy-2-oxo-1-phenylsulfanylethyl)-2-methyl-6-oxopyran-3-carboxylate
• CAS: 154368-72-6
• 化学式: C₁₇H₁₆O₇S
• 分子量: 364.376
• InChiKey: JIFFQCRBXVARBD-UHFFFAOYSA-N

物化性质

• 沸点：
  477.4±45.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-5-(methoxycarbonyl-phenylsulfanyl-methyl)-2-methyl-6-oxo-6H-pyran-3-carboxylic acid methyl ester 在 甲醇 、 dimethyl sulfide borane 作用下， 生成 (4-Hydroxy-5-hydroxymethyl-6-methyl-2-oxo-2H-pyran-3-yl)-phenylsulfanyl-acetic acid methyl ester
  参考文献：
  名称：

  Reduction of a-Pyrone Derivatives with Borane-Methyl Sulfide Complex

  摘要：

  Selective reduction of the 5-carbomethoxy- and the 5-carbethoxy-4-hydroxy-2H-pyran-2-one derivatives (5a approximately 11, 19) to yield the 5-hydroxymethyl derivatives (12 approximately 18) was accomplished using 1.1 mol equivalent of borane-methyl sulfide complex. Additionally, reduction of the 3-acetyl-4-hydroxy-2H-pyran-2-one derivatives (23, 26 and 29) with borane-methyl sulfide complex afforded the binary condensed pyrone derivatives (25, 28 and 3 1) in good yields.

  DOI：

  10.3987/com-93-6509
• 作为产物：
  描述：

  乙酰乙酸甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 336.5h， 生成 4-Hydroxy-5-(methoxycarbonyl-phenylsulfanyl-methyl)-2-methyl-6-oxo-6H-pyran-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Reduction of a-Pyrone Derivatives with Borane-Methyl Sulfide Complex

  摘要：

  Selective reduction of the 5-carbomethoxy- and the 5-carbethoxy-4-hydroxy-2H-pyran-2-one derivatives (5a approximately 11, 19) to yield the 5-hydroxymethyl derivatives (12 approximately 18) was accomplished using 1.1 mol equivalent of borane-methyl sulfide complex. Additionally, reduction of the 3-acetyl-4-hydroxy-2H-pyran-2-one derivatives (23, 26 and 29) with borane-methyl sulfide complex afforded the binary condensed pyrone derivatives (25, 28 and 3 1) in good yields.

  DOI：

  10.3987/com-93-6509