5-But-3-enyloxycarbonylmethyl-2-methyl-oxazole-4-carboxylic acid methyl ester | 215808-82-5

• 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-But-3-enyloxycarbonylmethyl-2-methyl-oxazole-4-carboxylic acid methyl ester
• 英文别名: Methyl 5-(2-but-3-enoxy-2-oxoethyl)-2-methyl-1,3-oxazole-4-carboxylate
• CAS: 215808-82-5
• 化学式: C₁₂H₁₅NO₅
• 分子量: 253.255
• InChiKey: XKMNWMMMIFCFON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-But-3-enyloxycarbonylmethyl-2-methyl-oxazole-4-carboxylic acid methyl ester 在 dirhodium tetraacetate 、 4-羧基苯磺叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 1.5h， 生成 2-methyl-5-(2-oxo-3-oxabicyclo[4.1.0]hept-1-yl)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 4-二甲氨基吡啶 、 氢氧化钾 、 氯化亚砜 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 52.0h， 生成 5-But-3-enyloxycarbonylmethyl-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