methyl (2R)-2-amino-3-[4-[2-(4-hydroxyphenyl)ethoxy]-3,5-diiodophenyl]propanoate | 178666-02-9

• 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 (2R)-2-amino-3-[4-[2-(4-hydroxyphenyl)ethoxy]-3,5-diiodophenyl]propanoate
• CAS: 178666-02-9
• 化学式: C₁₈H₁₉I₂NO₄
• 分子量: 567.162
• InChiKey: XMVIFVXBZMTDNR-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 methyl (2R)-2-amino-3-[4-[2-(4-hydroxyphenyl)ethoxy]-3,5-diiodophenyl]propanoate 在 lithium hydroxide 、 三乙胺 作用下， 生成 (2R)-2-acetamido-3-[4-[2-(4-hydroxyphenyl)ethoxy]-3,5-diiodophenyl]propanoic acid
  参考文献：
  名称：

  Synthesis and SAR of diiodotyrosine-derived glycine-site N-methyl-D-aspartate receptor ligands

  摘要：

  A series of analogues of the novel diiodotyrosine derived NMDA glycine-site ligand (R)-4 was prepared in which the aryl substitution, chain length and amino acid groups were varied. The key structural features for binding are the alpha-amino acid function, having the (R) absolute stereochemistry, the 3,5-diiodo substituted aromatic ring and a lipophilic group attached at the phenolic oxygen of the tyrosine moiety. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00187-4
• 作为产物：
  描述：

  对羟基苯乙醇 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 methyl (2R)-2-amino-3-[4-[2-(4-hydroxyphenyl)ethoxy]-3,5-diiodophenyl]propanoate
  参考文献：
  名称：

  Synthesis and SAR of diiodotyrosine-derived glycine-site N-methyl-D-aspartate receptor ligands

  摘要：

  A series of analogues of the novel diiodotyrosine derived NMDA glycine-site ligand (R)-4 was prepared in which the aryl substitution, chain length and amino acid groups were varied. The key structural features for binding are the alpha-amino acid function, having the (R) absolute stereochemistry, the 3,5-diiodo substituted aromatic ring and a lipophilic group attached at the phenolic oxygen of the tyrosine moiety. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00187-4

文献信息

• Synthesis and SAR of diiodotyrosine-derived glycine-site N-methyl-D-aspartate receptor ligands
  作者：Neil R. Curtis、Janusz J. Kulagowski、Paul D. Leeson、Ian M. Mawer、Mark P. Ridgill、Michael Rowley、Sarah Grimwood、George R. Marshall

  DOI：10.1016/0960-894x(96)00187-4

  日期：1996.5

  A series of analogues of the novel diiodotyrosine derived NMDA glycine-site ligand (R)-4 was prepared in which the aryl substitution, chain length and amino acid groups were varied. The key structural features for binding are the alpha-amino acid function, having the (R) absolute stereochemistry, the 3,5-diiodo substituted aromatic ring and a lipophilic group attached at the phenolic oxygen of the tyrosine moiety. (C) 1996 Elsevier Science Ltd