Nα-tert-butyloxycarbonyl-Nγ-(benzothiazol-6-yl)asparagine benzyl ester | 1196130-20-7

• 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: Nα-tert-butyloxycarbonyl-Nγ-(benzothiazol-6-yl)asparagine benzyl ester
• 英文别名: benzyl (2S)-4-(1,3-benzothiazol-6-ylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
• CAS: 1196130-20-7
• 化学式: C₂₃H₂₅N₃O₅S
• 分子量: 455.535
• InChiKey: CZCVTQWUTIGFCK-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-氨基苯并噻唑 、 Boc-L-天冬氨酸 1-苄酯 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以86%的产率得到Nα-tert-butyloxycarbonyl-Nγ-(benzothiazol-6-yl)asparagine benzyl ester
  参考文献：
  名称：

  Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids: synthesis and photophysical characterization

  摘要：

  A family of new asparagine derivatives bearing benzothiazole and benzimidazole units, functionalised with electron donor or acceptor groups, were synthesized in good to excellent yields. The photophysical characterization of these new heterocyclic amino acids was performed by UV-visible absorption and fluorescence emission studies and revealed that the compounds displayed remarkably high fluorescence quantum yields and Stokes' shifts, making them good candidates for application as fluorescent probes by incorporation into peptidic frameworks. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.086

文献信息

• Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids: synthesis and photophysical characterization
  作者：Cátia I.C. Esteves、Ana M.F. Silva、M. Manuela M. Raposo、Susana P.G. Costa

  DOI：10.1016/j.tet.2009.08.086

  日期：2009.11

  A family of new asparagine derivatives bearing benzothiazole and benzimidazole units, functionalised with electron donor or acceptor groups, were synthesized in good to excellent yields. The photophysical characterization of these new heterocyclic amino acids was performed by UV-visible absorption and fluorescence emission studies and revealed that the compounds displayed remarkably high fluorescence quantum yields and Stokes' shifts, making them good candidates for application as fluorescent probes by incorporation into peptidic frameworks. (c) 2009 Elsevier Ltd. All rights reserved.