2-Acetamido-2-(2,4-dihydroxyphenyl)acetic acid | 68802-25-5

• 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: 2-Acetamido-2-(2,4-dihydroxyphenyl)acetic acid
• CAS: 68802-25-5
• 化学式: C₁₀H₁₁NO₅
• 分子量: 225.201
• InChiKey: AWOQZONZZTZNCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Acetamido-2-(2,4-dihydroxyphenyl)acetic acid 、 乙酸酐 以49%的产率得到(3-acetamido-2-oxo-3H-1-benzofuran-6-yl) acetate
  参考文献：
  名称：

  Linear and cyclic N-acetyl-α-aryl-glycines: Synthesis and chemiluminescence studies

  摘要：

  A series of N-acetyl-alpha-arylglycines (IIa, IIb) was prepared by acid-induced electrophilic alpha-amidoalkylation reactions; compounds of type IIb were transformed into the corresponding 3 acetylaminobenzo[b]furan-2(3H)ones (III) by treatment with acetic anhydride. It was found that most of these new compounds (lactones as well as open chain derivatives) undergo base induced oxidation in the presence of oxygen with the emission of visible light. Preliminary structure-activity relationships for these novel chemiluminescence class are proposed.

  DOI：

  10.1007/bf00807797
• 作为产物：
  描述：

  methyl 2-acetamido-2-(2,4-dihydroxyphenyl)acetate 在 sodium carbonate 作用下， 以 水 为溶剂， 以76%的产率得到2-Acetamido-2-(2,4-dihydroxyphenyl)acetic acid
  参考文献：
  名称：

  Linear and cyclic N-acetyl-α-aryl-glycines: Synthesis and chemiluminescence studies

  摘要：

  A series of N-acetyl-alpha-arylglycines (IIa, IIb) was prepared by acid-induced electrophilic alpha-amidoalkylation reactions; compounds of type IIb were transformed into the corresponding 3 acetylaminobenzo[b]furan-2(3H)ones (III) by treatment with acetic anhydride. It was found that most of these new compounds (lactones as well as open chain derivatives) undergo base induced oxidation in the presence of oxygen with the emission of visible light. Preliminary structure-activity relationships for these novel chemiluminescence class are proposed.

  DOI：

  10.1007/bf00807797

文献信息

• Schouteeten,A. et al., Bulletin de la Societe Chimique de France, 1978, vol. <II>, p. 248 - 254
  作者：Schouteeten,A. et al.

  DOI：——

  日期：——
• Linear and cyclic N-acetyl-α-aryl-glycines: Synthesis and chemiluminescence studies
  作者：B. Matuszczak

  DOI：10.1007/bf00807797

  日期：1996.12

  A series of N-acetyl-alpha-arylglycines (IIa, IIb) was prepared by acid-induced electrophilic alpha-amidoalkylation reactions; compounds of type IIb were transformed into the corresponding 3 acetylaminobenzo[b]furan-2(3H)ones (III) by treatment with acetic anhydride. It was found that most of these new compounds (lactones as well as open chain derivatives) undergo base induced oxidation in the presence of oxygen with the emission of visible light. Preliminary structure-activity relationships for these novel chemiluminescence class are proposed.