ethyl 3-<5'-methyl-3'-phenylisoxazol-4'-yl>propanoate | 154265-47-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-<5'-methyl-3'-phenylisoxazol-4'-yl>propanoate
• 英文别名: Ethyl 3-(5-methyl-3-phenyl-1,2-oxazol-4-yl)propanoate
• CAS: 154265-47-1
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: JGHBWNUMQXHEEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-<5'-methyl-3'-phenylisoxazol-4'-yl>propanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以84%的产率得到5-methyl-3-phenyl-4-isoxazole
  参考文献：
  名称：

  Improved Routes to Homologated Isoxazoles

  摘要：

  Two carbon homologation of isoxazole-4-carbinols was performed by reaction of lithio-2,4,4-trimethyl-Delta(2)-oxazoline 1 with 4-chloromethyl-isoxazole 2, followed by trans-esterification and reduction to the isoxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alkylated with 1-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.

  DOI：

  10.1080/00397919408011199
• 作为产物：
  描述：

  4-chloromethyl-5-methyl-3-phenyl-isoxazole 在 正丁基锂 、 硫酸 作用下， 以 水 为溶剂， 反应 16.5h， 生成 ethyl 3-<5'-methyl-3'-phenylisoxazol-4'-yl>propanoate
  参考文献：
  名称：

  Improved Routes to Homologated Isoxazoles

  摘要：

  Two carbon homologation of isoxazole-4-carbinols was performed by reaction of lithio-2,4,4-trimethyl-Delta(2)-oxazoline 1 with 4-chloromethyl-isoxazole 2, followed by trans-esterification and reduction to the isoxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alkylated with 1-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.

  DOI：

  10.1080/00397919408011199

文献信息

• Improved Routes to Homologated Isoxazoles
  作者：Meikrantz、Smith、Xia、Natale

  DOI：10.1080/00397919408011199

  日期：1994.2

  Two carbon homologation of isoxazole-4-carbinols was performed by reaction of lithio-2,4,4-trimethyl-Delta(2)-oxazoline 1 with 4-chloromethyl-isoxazole 2, followed by trans-esterification and reduction to the isoxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alkylated with 1-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.