cis-2-<(4-Methoxyphenyl)imino>-3-methyloxethane-2-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-2-<(4-Methoxyphenyl)imino>-3-methyloxethane-2-carboxylic acid methyl ester
• 英文别名: cis-2-[(4-Methoxyphenyl)imino]-3-methyloxethane-2-carboxylic acid methyl ester；methyl (2R,3R)-4-(4-methoxyphenyl)imino-3-methyloxetane-2-carboxylate
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: ZWQQVONMGVIWQH-LDYMZIIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cis-2-<(4-Methoxyphenyl)imino>-3-methyloxethane-2-carboxylic acid methyl ester 、 苯磺酸 以 二氯甲烷 为溶剂， 反应 60.0h， 以84%的产率得到threo-2-<(Benzenesulfonyl)oxy>-N-(4-methoxyphenyl)-3-methylsuccinamic methyl ester
  参考文献：
  名称：

  2-Iminooxetane Chemistry. 4. Synthesis of .beta.-Substituted Propionamides

  摘要：

  beta-substituted propionamides (RCHXCR(1)R(2)CONHAr) were synthesized in high yields by addition of protic and aprotic Lewis acids (C6H5SO3H, CF3COOH, CH3COOH, HI, MgBr2, ZnI2, CH3OH, H2O,2,4,6-(NO2)(3)C6H2OH) to 2-iminooxetanes. Studies on the stereochemistry of the acid addition to unsymmetrically C3,C4-monosubstituted 2-iminooxetanes indicate that product distribution depends on the steric and electronic nature of the substitutents of the oxetane moiety as well as on the nucleophilicity of the conjugate base derived from the acid.

  DOI：

  10.1021/jo00083a036

文献信息

• 2-Iminooxetane Chemistry. 4. Synthesis of .beta.-Substituted Propionamides
  作者：Gaetano Barbaro、Arturo Battaglia、Patrizia Giorgianni

  DOI：10.1021/jo00083a036

  日期：1994.2

  beta-substituted propionamides (RCHXCR(1)R(2)CONHAr) were synthesized in high yields by addition of protic and aprotic Lewis acids (C6H5SO3H, CF3COOH, CH3COOH, HI, MgBr2, ZnI2, CH3OH, H2O,2,4,6-(NO2)(3)C6H2OH) to 2-iminooxetanes. Studies on the stereochemistry of the acid addition to unsymmetrically C3,C4-monosubstituted 2-iminooxetanes indicate that product distribution depends on the steric and electronic nature of the substitutents of the oxetane moiety as well as on the nucleophilicity of the conjugate base derived from the acid.