N-(benzyloxycarbonyl)-O-(tert-butoxycarbonyl)-L-tyrosine (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl)methyl ester | 1093125-19-9

• 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: N-(benzyloxycarbonyl)-O-(tert-butoxycarbonyl)-L-tyrosine (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl)methyl ester
• 英文别名: (9-methoxy-3-oxobenzo[f]chromen-1-yl)methyl (2S)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-2-(phenylmethoxycarbonylamino)propanoate
• CAS: 1093125-19-9
• 化学式: C₃₆H₃₅NO₈
• 分子量: 609.676
• InChiKey: ZFCDUNKUHJVJIW-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  45
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-chloromethyl-9-methoxy-3-oxo-3H-benzo[f]benzopyran 、 O-(叔丁基)-N-[(苯甲氧基)羰基]-L-酪氨酸 在 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到N-(benzyloxycarbonyl)-O-(tert-butoxycarbonyl)-L-tyrosine (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl)methyl ester
  参考文献：
  名称：

  Neurotransmitter amino acid—oxobenzo[f]benzopyran conjugates: synthesis and photorelease studies

  摘要：

  A series of fluorescent conjugates of neurotransmitter amino acids, such as P-alanine, tyrosine, 3,4-dihydroxyplienylalanine (DOPA) and glutamic acid, were prepared by reaction with a suitable fluorophore, namely 1-chloromethyl-9-methoxy-3-oxo-3H-benzo[f]benzopyran. The photophysical properties of the resulting ester bioconjugates were evaluated as well as the stability to photolysis at different wavelengths of irradiation (250, 300, 350 and 419 nm). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.050

文献信息

• Neurotransmitter amino acid—oxobenzo[f]benzopyran conjugates: synthesis and photorelease studies
  作者：Maria J.G. Fernandes、M. Sameiro T. Gonçalves、Susana P.G. Costa

  DOI：10.1016/j.tet.2008.09.050

  日期：2008.12

  A series of fluorescent conjugates of neurotransmitter amino acids, such as P-alanine, tyrosine, 3,4-dihydroxyplienylalanine (DOPA) and glutamic acid, were prepared by reaction with a suitable fluorophore, namely 1-chloromethyl-9-methoxy-3-oxo-3H-benzo[f]benzopyran. The photophysical properties of the resulting ester bioconjugates were evaluated as well as the stability to photolysis at different wavelengths of irradiation (250, 300, 350 and 419 nm). (C) 2008 Elsevier Ltd. All rights reserved.