diethyl 2-(N-allylacetamido)malonate | 827044-72-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 2-(N-allylacetamido)malonate
• 英文别名: Diethyl [acetyl(prop-2-en-1-yl)amino]propanedioate；diethyl 2-[acetyl(prop-2-enyl)amino]propanedioate
• CAS: 827044-72-4
• 化学式: C₁₂H₁₉NO₅
• 分子量: 257.287
• InChiKey: YCQZYJYVYJGSNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-(N-allylacetamido)malonate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) caesium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 diethyl 1-acetyl-1,2,3,6-tetrahydropyridine-2,2-dicarboxylate
  参考文献：
  名称：

  N-Alkylation of diethyl acetamidomalonate: synthesis of constrained amino acid derivatives by ring-closing metathesis

  摘要：

  An efficient method for N-alkylation of diethyl acetamidomalonate (DEAM) is reported. C-Alkenylation was achieved by treating the N-alkenylated DEAM with various electrophiles in the presence Of Cs2CO3. RCM reactions of C- and N-alkenylated products gave cyclic amino acid derivatives in good yields. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.11.013
• 作为产物：
  描述：

  3-溴丙烯 、 乙酰氨基丙二酸二乙酯 在 potassium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以53%的产率得到diethyl 2-(N-allylacetamido)malonate
  参考文献：
  名称：

  N-Alkylation of diethyl acetamidomalonate: synthesis of constrained amino acid derivatives by ring-closing metathesis

  摘要：

  An efficient method for N-alkylation of diethyl acetamidomalonate (DEAM) is reported. C-Alkenylation was achieved by treating the N-alkenylated DEAM with various electrophiles in the presence Of Cs2CO3. RCM reactions of C- and N-alkenylated products gave cyclic amino acid derivatives in good yields. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.11.013

文献信息

• N-Alkylation of diethyl acetamidomalonate: synthesis of constrained amino acid derivatives by ring-closing metathesis
  作者：Sambasivarao Kotha、Kuldeep Singh

  DOI：10.1016/j.tetlet.2004.11.013

  日期：2004.12

  An efficient method for N-alkylation of diethyl acetamidomalonate (DEAM) is reported. C-Alkenylation was achieved by treating the N-alkenylated DEAM with various electrophiles in the presence Of Cs2CO3. RCM reactions of C- and N-alkenylated products gave cyclic amino acid derivatives in good yields. (C) 2004 Published by Elsevier Ltd.