3-(5-amino-2-hydroxy)-phenyl-propionic acid | 1378717-51-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(5-amino-2-hydroxy)-phenyl-propionic acid
• 英文别名: 3-(5-Amino-2-hydroxyphenyl)propanoic acid
• CAS: 1378717-51-1
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: NFISSFCXWSHTFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 3-(5-amino-2-hydroxy)-phenyl-propionic acid 在 磷酸 作用下， 反应 12.0h， 以295 mg的产率得到Methyl 3-(5-amino-2-hydroxyphenyl)propanoate
  参考文献：
  名称：

  A graftable LDV peptidomimetic: Design, synthesis and application to a blood filtration membrane

  摘要：

  A graftable LDV (Leu-Asp-Val) peptidomimetic molecule (B-c) has been prepared from 3-(5-amino-2-hydroxy)phenylpropionic acid, as alpha(4)beta(1) (VLA-4) integrin ligand. For that purpose, the mechanism of 3-(4-azidophenyl)propionic acid rearrangement has been revisited. Activation of Durapore DVPP-hydrophilic membrane, by surface wet chemistry using triazine trifluoride, followed by covalent coupling of B-c produced a modified filter (0.8% of derivatisation from XPS analysis) with improved capacity of leukocyte retention. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.006
• 作为产物：
  描述：

  6-trifluoroacetamido-3,4-dihydrocoumarin 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 3-(5-amino-2-hydroxy)-phenyl-propionic acid
  参考文献：
  名称：

  A graftable LDV peptidomimetic: Design, synthesis and application to a blood filtration membrane

  摘要：

  A graftable LDV (Leu-Asp-Val) peptidomimetic molecule (B-c) has been prepared from 3-(5-amino-2-hydroxy)phenylpropionic acid, as alpha(4)beta(1) (VLA-4) integrin ligand. For that purpose, the mechanism of 3-(4-azidophenyl)propionic acid rearrangement has been revisited. Activation of Durapore DVPP-hydrophilic membrane, by surface wet chemistry using triazine trifluoride, followed by covalent coupling of B-c produced a modified filter (0.8% of derivatisation from XPS analysis) with improved capacity of leukocyte retention. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.006