methyl [3-(ethoxycarbonyl)-3-hydroxy-2-(m-methylphenyl)]-N-(p-toluenesulfonyl)propionimidate | 1128109-88-5

• 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 [3-(ethoxycarbonyl)-3-hydroxy-2-(m-methylphenyl)]-N-(p-toluenesulfonyl)propionimidate
• 英文别名: Ethyl 2-hydroxy-4-methoxy-3-(3-methylphenyl)-4-(4-methylphenyl)sulfonyliminobutanoate；ethyl 2-hydroxy-4-methoxy-3-(3-methylphenyl)-4-(4-methylphenyl)sulfonyliminobutanoate
• CAS: 1128109-88-5
• 化学式: C₂₁H₂₅NO₆S
• 分子量: 419.499
• InChiKey: QKSVGARSIGYTIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  甲醇 、 乙醛酸乙酯 、 对甲苯磺酰叠氮 、 3-甲基苯乙炔 在 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以75%的产率得到methyl [3-(ethoxycarbonyl)-3-hydroxy-2-(m-methylphenyl)]-N-(p-toluenesulfonyl)propionimidate
  参考文献：
  名称：

  A New Entry of Copper-Catalyzed Four-Component Reaction: Facile Access to α-Aryl β-Hydroxy Imidates

  摘要：

  alpha-Aryl beta-hydroxy imidates are efficiently obtained by the four-component reaction of ethyl glyoxylates, aryl acetylenes, sulfonyl azides, and alcohols using a copper catalyst. The developed procedure Is characterized by high selectivity, mild reaction conditions, a wide substrate scope, and an excellent functional group tolerance. Facile transformations of the obtained sulfonylimidate moiety to other carbonyl groups such as sulfonamides or esters were also demonstrated.

  DOI：

  10.1021/ol900023t

文献信息

• A New Entry of Copper-Catalyzed Four-Component Reaction: Facile Access to α-Aryl β-Hydroxy Imidates
  作者：Eun Jeong Yoo、Sae Hume Park、Sang Hyup Lee、Sukbok Chang

  DOI：10.1021/ol900023t

  日期：2009.3.5

  alpha-Aryl beta-hydroxy imidates are efficiently obtained by the four-component reaction of ethyl glyoxylates, aryl acetylenes, sulfonyl azides, and alcohols using a copper catalyst. The developed procedure Is characterized by high selectivity, mild reaction conditions, a wide substrate scope, and an excellent functional group tolerance. Facile transformations of the obtained sulfonylimidate moiety to other carbonyl groups such as sulfonamides or esters were also demonstrated.