5-carboxymethyl-2-methyl-oxazole-4-carboxylic acid methyl ester | 215808-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-carboxymethyl-2-methyl-oxazole-4-carboxylic acid methyl ester
• 英文别名: 2-(4-Methoxycarbonyl-2-methyl-1,3-oxazol-5-yl)acetic acid
• CAS: 215808-80-3
• 化学式: C₈H₉NO₅
• 分子量: 199.163
• InChiKey: FIEAAGMJOSGSQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-carboxymethyl-2-methyl-oxazole-4-carboxylic acid methyl ester 在 4-二甲氨基吡啶 、 4-羧基苯磺叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 49.0h， 生成 5-(But-3-enyloxycarbonyl-diazo-methyl)-2-methyl-oxazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and Reactions of a Novel Furo[3,4-d]oxazole

  摘要：

  The synthesis of a novel furo[3,4-d]oxazole (7) starting from 2-hydroximino-3-oxopentanedioic acid dimethyl ester (4) and cycloadditions of 7 with dienophiles are reported. Density functional theoretical studies (B3LYP/6-31G*) for various c-annulated furans (benzo[c]furan, furo[3,4-d]isoxazole, furo[3,4-d]oxazole, furo[3,4-d]thiazole, furo[3,4-b]indole) and their Diels-Alder reactions with model dienophiles (ethylene, acetylene) are in qualitative agreement with experimental data.

  DOI：

  10.1021/jo980505w
• 作为产物：
  描述：

  dimethyl 2-acetamido-3-oxopentanedioate 在 氢氧化钾 、 氯化亚砜 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 4.0h， 生成 5-carboxymethyl-2-methyl-oxazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and Reactions of a Novel Furo[3,4-d]oxazole

  摘要：

  The synthesis of a novel furo[3,4-d]oxazole (7) starting from 2-hydroximino-3-oxopentanedioic acid dimethyl ester (4) and cycloadditions of 7 with dienophiles are reported. Density functional theoretical studies (B3LYP/6-31G*) for various c-annulated furans (benzo[c]furan, furo[3,4-d]isoxazole, furo[3,4-d]oxazole, furo[3,4-d]thiazole, furo[3,4-b]indole) and their Diels-Alder reactions with model dienophiles (ethylene, acetylene) are in qualitative agreement with experimental data.

  DOI：

  10.1021/jo980505w