2-(2-phenoxypropionylamino)acrylic acid | 478932-16-0

• 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-(2-phenoxypropionylamino)acrylic acid
• 英文别名: 2-(2-Phenoxypropanoylamino)prop-2-enoic acid
• CAS: 478932-16-0
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: RQQWQQBWRIEAOF-UHFFFAOYSA-N

物化性质

• 熔点：
  135-137 °C
• 沸点：
  511.6±50.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  2-(2-phenoxypropionylamino)acrylic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 N-甲基吗啉 、 氯化铵 、 1-羟基苯并三唑 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以50%的产率得到2-(2-phenoxypropionylamino)acrylamide
  参考文献：
  名称：

  Mild Method for Cleavage of Dehydroalanine Units:  Highly Efficient Conversion of Nocathiacin I to Nocathiacin IV

  摘要：

  Thiazolyl peptide antibacterial nocathiacin I (1) was converted to nocathiacin IV (4) in high yield using iodomethane and hydriodic acid in THF at 45 degreesC. Several simplified dehydroalanine-containing systems undergo dehydroalanine cleavage under the same conditions, although in these cases iodomethane is not needed for efficient conversion. The mild reaction conditions are in contrast with other methods described in the literature.

  DOI：

  10.1021/jo0261698
• 作为产物：
  描述：

  2-苯氧基丙酰氯 在 甲醇 、 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 2-(2-phenoxypropionylamino)acrylic acid
  参考文献：
  名称：

  Mild Method for Cleavage of Dehydroalanine Units:  Highly Efficient Conversion of Nocathiacin I to Nocathiacin IV

  摘要：

  Thiazolyl peptide antibacterial nocathiacin I (1) was converted to nocathiacin IV (4) in high yield using iodomethane and hydriodic acid in THF at 45 degreesC. Several simplified dehydroalanine-containing systems undergo dehydroalanine cleavage under the same conditions, although in these cases iodomethane is not needed for efficient conversion. The mild reaction conditions are in contrast with other methods described in the literature.

  DOI：

  10.1021/jo0261698

文献信息

• Mild Method for Cleavage of Dehydroalanine Units:  Highly Efficient Conversion of Nocathiacin I to Nocathiacin IV
  作者：Alicia Regueiro-Ren、Yasutsugu Ueda

  DOI：10.1021/jo0261698

  日期：2002.11.1

  Thiazolyl peptide antibacterial nocathiacin I (1) was converted to nocathiacin IV (4) in high yield using iodomethane and hydriodic acid in THF at 45 degreesC. Several simplified dehydroalanine-containing systems undergo dehydroalanine cleavage under the same conditions, although in these cases iodomethane is not needed for efficient conversion. The mild reaction conditions are in contrast with other methods described in the literature.