methyl N-acetyl-α-hydroxyglycinate | 112051-97-5

• 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: methyl N-acetyl-α-hydroxyglycinate
• 英文别名: Methyl 2-acetamido-2-hydroxyacetate
• CAS: 112051-97-5
• 化学式: C₅H₉NO₄
• 分子量: 147.131
• InChiKey: LGYKXKOQUCLBJO-UHFFFAOYSA-N

物化性质

• 熔点：
  100-101 °C
• 沸点：
  314.0±27.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl N-acetyl-α-hydroxyglycinate 在 正丁基锂 、 三甲基溴硅烷 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 氯仿 为溶剂， 反应 8.25h， 生成 methyl DL-2-acetamido-2-amino-4-methoxy-cis-but-3-enoate
  参考文献：
  名称：

  Alks, Vitauts; Sufrin, Janice R., Synthetic Communications, 1989, vol. 19, # 9-10, p. 1479 - 1486

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰胺 、 乙醛酸甲酯 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 methyl N-acetyl-α-hydroxyglycinate
  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

• 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.
• Daumas, M.; Vo-Quang, L.; Goffic, F. Le, Synthetic Communications, 1990, vol. 20, # 22, p. 3395 - 3401
  作者：Daumas, M.、Vo-Quang, L.、Goffic, F. Le

  DOI：——

  日期：——
• ALKS, VITAUTS;SUFRIN, JANICE R., SYNTH. COMMUN., 19,(1989) N-10, C. 1479-1486
  作者：ALKS, VITAUTS、SUFRIN, JANICE R.

  DOI：——

  日期：——
• DAUMAS, M.;VO-QUANG, L.;LE, GOFFIC F., SYNTH. COMMUN., 20,(1990) N2, C. 3395-3401
  作者：DAUMAS, M.、VO-QUANG, L.、LE, GOFFIC F.

  DOI：——

  日期：——
• Linear and cyclicN-acyl-?-arylglycines III. Synthesis and chemiluminescence studies of naphthol and phenanthrol amidoalkylation products
  作者：B. Matuszczak

  DOI：10.1007/bf00807104

  日期：——

  The synthesis of new linear and cyclic N-acetyl-alpha-arylglycine derivatives (2-10) and of the desoxybenzoin amidoalkylation product 13 is described. In addition, an investigation of the chemiluminescence observable upon base-induced oxidation with oxygen is reported.