ethyl 2-methyl-4-phenyl-1,4,5,6-tetrahydropyrimidin-6-one-5-carboxylate | 96962-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl 2-methyl-4-phenyl-1,4,5,6-tetrahydropyrimidin-6-one-5-carboxylate
• 英文别名: ethyl 2-methyl-6-oxo-4-phenyl-4,5-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 96962-33-3
• 化学式: C₁₄H₁₆N₂O₃
• 分子量: 260.293
• InChiKey: CLYQAUNGKIMGJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-methyl-4-phenyl-1,4,5,6-tetrahydropyrimidin-6-one-5-carboxylate 在 苯膦酰二氯 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydride 、 caesium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 11.0h， 生成 1-tert-butyl 5-ethyl 2-methyl-4-p-nitrophenyl-6-phenyl-1,6-dihydropyrimidine-1,5-dicarboxylate
  参考文献：
  名称：

  Synthesis and Substitution Reactions of 4(6)-Chlorodihydropyrimidines

  摘要：

  Chlorination of the corresponding ketones with phenylphosphonic dichloride (PhPOCl2) provided ethyl 6(4)-chloro-2-methyl-4(6)-phenyl-1,4(6)dihydropyrimidine-5-carboxylate in good yield. The cross-coupling reactions of organoboronic acids or triethylborane with 1-tert-butyl 5-ethyl 4-chloro-2-methyl-6-phenyl-1,6-dihydropyrimidine-1,5-dicarboxylate synthesized by regiospecific alkoxycarbonylation of the chlorinated dihydropyrimidine afforded 1,4(3,4)-dihydropyrimidines having a variety of functional groups at position-6(4) in good to excellent yields.

  DOI：

  10.3987/com-11-12244
• 作为产物：
  描述：

  苯甲醛 在 哌啶 、 sodium ethanolate 、 苯甲酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 ethyl 2-methyl-4-phenyl-1,4,5,6-tetrahydropyrimidin-6-one-5-carboxylate
  参考文献：
  名称：

  Synthesis and Substitution Reactions of 4(6)-Chlorodihydropyrimidines

  摘要：

  Chlorination of the corresponding ketones with phenylphosphonic dichloride (PhPOCl2) provided ethyl 6(4)-chloro-2-methyl-4(6)-phenyl-1,4(6)dihydropyrimidine-5-carboxylate in good yield. The cross-coupling reactions of organoboronic acids or triethylborane with 1-tert-butyl 5-ethyl 4-chloro-2-methyl-6-phenyl-1,6-dihydropyrimidine-1,5-dicarboxylate synthesized by regiospecific alkoxycarbonylation of the chlorinated dihydropyrimidine afforded 1,4(3,4)-dihydropyrimidines having a variety of functional groups at position-6(4) in good to excellent yields.

  DOI：

  10.3987/com-11-12244

文献信息

• Cho, Hidetsura; Ueda, Masaru; Ohnaka, Yoshiko, Heterocycles, 1984, vol. 22, # 9, p. 1959 - 1963
  作者：Cho, Hidetsura、Ueda, Masaru、Ohnaka, Yoshiko、Hayashimatsu, Mariko

  DOI：——

  日期：——
• Synthesis of novel 1,4-, 3,4-, and 4,5-dihydropyrimidines: First successful POCl3 chlorination and regioselective alkoxycarbonylation
  作者：Hidetsura Cho、Yoshiko Ohnaka、Mariko Hayashimatsu、Masaru Ueda、Keiyuu Shima

  DOI：10.1016/s0040-4039(00)87813-2

  日期：1986.1
• TE, XIDEHTSURA;ONAKA, JOSIKO;SATO, FUMIO
  作者：TE, XIDEHTSURA、ONAKA, JOSIKO、SATO, FUMIO

  DOI：——

  日期：——
• TE, SYUREHN;UEHDA, KATSU;KUBOTA, XIROAKI;ONAKA, JOSIKO
  作者：TE, SYUREHN、UEHDA, KATSU、KUBOTA, XIROAKI、ONAKA, JOSIKO

  DOI：——

  日期：——
• TE, SYUREHN;XAYASIMATSU, MARIKO;ISIXARA, TAKAFUMI
  作者：TE, SYUREHN、XAYASIMATSU, MARIKO、ISIXARA, TAKAFUMI

  DOI：——

  日期：——