Methyl 3-(5-amino-2-hydroxyphenyl)propanoate | 1016274-45-5

• 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: Methyl 3-(5-amino-2-hydroxyphenyl)propanoate
• CAS: 1016274-45-5
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: CABYGACIJWDWTK-UHFFFAOYSA-N

物化性质

• 熔点：
  131-133 °C
• 沸点：
  360.2±32.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 3-(5-amino-2-hydroxyphenyl)propanoate 在 硫酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 benzyl 3-(5-(2-(4-(3-(2,6-dimethylphenyl)ureido)phenyl)acetamido)-2-hydroxyphenyl)propanoate
  参考文献：
  名称：

  LDV peptidomimetics equipped with biotinylated spacer-arms: Synthesis and biological evaluation on CCRF-CEM cell line

  摘要：

  The tripeptide Leu-Asp-Val (LDV) is known to bind alpha(4)beta(1) integrin in leukemia cells. Here we have synthesized a LDV peptidomimetic equipped with a biotin-conjugated spacer-arm. Compound 9 acts as an inhibitor of the alpha(4)beta(1) integrin in an adhesion assay using fluorescently labeled, alpha(4)beta(1) integrin-expressing leukemia CCRF-CEM cells. Furthermore, when bound to neutravidin-coated plates, compound 9 could capture CCRF-CEM cells. Such biotin-conjugated LDV peptidomimetic may thus represent a novel tool for biotechnological applications using avidin interaction for leukapheresis or leukemia cell targeting. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.078
• 作为产物：
  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