(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-3-{[1-quinolin-8-yl-meth-(E)-ylidene]-amino}-phenyl)-propionic acid methyl ester | 898224-71-0

• 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: (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-3-{[1-quinolin-8-yl-meth-(E)-ylidene]-amino}-phenyl)-propionic acid methyl ester
• CAS: 898224-71-0
• 化学式: C₂₅H₂₇N₃O₅
• 分子量: 449.506
• InChiKey: NZZJBUNCVLQJBZ-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  110.11
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-3-{[1-quinolin-8-yl-meth-(E)-ylidene]-amino}-phenyl)-propionic acid methyl ester 在 lead(IV) acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以10%的产率得到N-(tert-butyloxycarbonyl)-3-[2-(8-quinolinyl)benzoxazol-5-yl]-L-alanine methyl ester
  参考文献：
  名称：

  3-[2-(8-Quinolinyl)benzoxazol-5-yl]alanine derivative—a specific fluorophore for transition and rare-earth metal ion detection

  摘要：

  A novel aromatic amino acid, 3-[2-(8-quinolinyl)benzoxazol-5-yl]alanine derivative was synthesized as a potential Zn(II) and rare-earth metal, Eu(III) and Tb(III), ion chemosensor. The fluorophore was obtained using lead tetraacetate in DMSO to oxidize the Schiff base obtained from N-Boc-3-amino-tyrosine methyl ester and quinoline-8-carboxaldehyde. Preliminary photophysical properties of this ligand show that it possesses the properties necessary to be an effective chemosensor for Zn2+, Tb3+ and EU3+ ions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.084
• 作为产物：
  描述：

  N-Boc-3-nitro-L-tyrosine methyl ester 在 palladium on activated charcoal 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 1.5h， 生成 (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-3-{[1-quinolin-8-yl-meth-(E)-ylidene]-amino}-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  3-[2-(8-Quinolinyl)benzoxazol-5-yl]alanine derivative—a specific fluorophore for transition and rare-earth metal ion detection

  摘要：

  A novel aromatic amino acid, 3-[2-(8-quinolinyl)benzoxazol-5-yl]alanine derivative was synthesized as a potential Zn(II) and rare-earth metal, Eu(III) and Tb(III), ion chemosensor. The fluorophore was obtained using lead tetraacetate in DMSO to oxidize the Schiff base obtained from N-Boc-3-amino-tyrosine methyl ester and quinoline-8-carboxaldehyde. Preliminary photophysical properties of this ligand show that it possesses the properties necessary to be an effective chemosensor for Zn2+, Tb3+ and EU3+ ions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.084