3-氨基-2-甲基-3-氧代丙酸甲酯 | 93823-25-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-氨基-2-甲基-3-氧代丙酸甲酯
• 英文名称: methyl 3-amino-2-methyl-3-oxopropanoate
• CAS: 93823-25-7
• 化学式: C₅H₉NO₃
• mdl: MFCD19207093
• 分子量: 131.131
• InChiKey: AQCOZBGXACOSGK-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C
• 沸点：
  255.5±23.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(3,4-dimethoxyphenyl)hex-1-en-3-one 、 3-氨基-2-甲基-3-氧代丙酸甲酯 在 PS-BEMP 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 methyl 6,7-dimethoxy-3'-methyl-2'-oxospiro[2,3-dihydro-1H-naphthalene-4,6'-piperidine]-3'-carboxylate
  参考文献：
  名称：

  Site isolated base and acid catalyzed azaspirocyclization cascades

  摘要：

  报告了一种单锅、位点隔离碱（PS-BEMP）和酸（Si-TsOH）催化的氮杂环分子级联环化反应；该反应操作简单、原子效率高（水是唯一的副产物），而且范围广泛，可生成多种氮杂环产物。

  DOI：

  10.1039/b716568d
• 作为产物：
  描述：

  4-Hydroxy-2-methoxy-5-methyl-6h-1,3-oxazin-6-one 在 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以75%的产率得到3-氨基-2-甲基-3-氧代丙酸甲酯
  参考文献：
  名称：

  Reactions of 2-alkylsulfanyl- and 2-alkoxy-4-hydroxy-6H-1,3-oxazin-6-ones with O-nucleophiles

  摘要：

  Reactions of 2-alkylsulfanyl- and 2-alkoxy-4-hydroxy-6H-1,3-oxazin-6-ones with oxygen-centered nucleophiles were studied. 2-Alkoxy-4-hydroxy-6H-1,3-oxazin-6-ones reacted with water and alcohols to give the corresponding alkyl 3-amino-3-oxopropanoates as a result of opening of the oxazine ring at the C(6)-O bond, whereas their 2-alkylsulfanyl analogs turned out to be stable toward O-nucleophiles. The different reactivities of the title compounds were interpreted in terms of quantum-chemical calculations of their electronic structure.

  DOI：

  10.1134/s1070363210100269

文献信息

• JP2015/3908
  申请人：——

  公开号：——

  公开（公告）日：——
• Cambie, Richard C.; Davis, Paul F.; Rutledge, Peter S., Australian Journal of Chemistry, 1984, vol. 37, # 26, p. 2073 - 2084
  作者：Cambie, Richard C.、Davis, Paul F.、Rutledge, Peter S.、Woodgate, Paul D.

  DOI：——

  日期：——
• CAMBIE, R. C.;DAVIS, P. F.;RUTLEDGE, P. S.;WOODGATE, P. D., AUSTRAL. J. CHEM., 1984, 37, N 10, 2073-2084
  作者：CAMBIE, R. C.、DAVIS, P. F.、RUTLEDGE, P. S.、WOODGATE, P. D.

  DOI：——

  日期：——
• Reactions of 2-alkylsulfanyl- and 2-alkoxy-4-hydroxy-6H-1,3-oxazin-6-ones with O-nucleophiles
  作者：B. Yu. Lalaev、I. P. Yakovlev、N. N. Kuz’mich、G. V. Ksenofontova、V. E. Zakhs

  DOI：10.1134/s1070363210100269

  日期：2010.10

  Reactions of 2-alkylsulfanyl- and 2-alkoxy-4-hydroxy-6H-1,3-oxazin-6-ones with oxygen-centered nucleophiles were studied. 2-Alkoxy-4-hydroxy-6H-1,3-oxazin-6-ones reacted with water and alcohols to give the corresponding alkyl 3-amino-3-oxopropanoates as a result of opening of the oxazine ring at the C(6)-O bond, whereas their 2-alkylsulfanyl analogs turned out to be stable toward O-nucleophiles. The different reactivities of the title compounds were interpreted in terms of quantum-chemical calculations of their electronic structure.
• Site isolated base and acid catalyzed azaspirocyclization cascades
  作者：Adam W. Pilling、Jutta Böhmer、Darren J. Dixon

  DOI：10.1039/b716568d

  日期：——

  A one-pot, site isolated base (PS-BEMP) and acid (Si-TsOH) catalyzed cyclization cascade to azaspirocyclic molecules is reported; the reaction is simple to perform, atom efficient (water is the only byproduct) and broad in its scope to a diverse range of azaspirocyclic products.

  报告了一种单锅、位点隔离碱（PS-BEMP）和酸（Si-TsOH）催化的氮杂环分子级联环化反应；该反应操作简单、原子效率高（水是唯一的副产物），而且范围广泛，可生成多种氮杂环产物。