N-benzyloxycarbonyl-γ-aminobutyric acid (7-methoxy-2-oxo-2H-benzopyran-4-yl)methyl ester | 1020167-33-2

• 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-γ-aminobutyric acid (7-methoxy-2-oxo-2H-benzopyran-4-yl)methyl ester
• 英文别名: (7-Methoxy-2-oxochromen-4-yl)methyl 4-(phenylmethoxycarbonylamino)butanoate；(7-methoxy-2-oxochromen-4-yl)methyl 4-(phenylmethoxycarbonylamino)butanoate
• CAS: 1020167-33-2
• 化学式: C₂₃H₂₃NO₇
• 分子量: 425.438
• InChiKey: YBTWXGPTMWIASZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-苄氧羰基-4-氨基丁酸 、 4-氯甲基-7-甲氧基色烯-2-酮 在 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到N-benzyloxycarbonyl-γ-aminobutyric acid (7-methoxy-2-oxo-2H-benzopyran-4-yl)methyl ester
  参考文献：
  名称：

  Comparative study of polyaromatic and polyheteroaromatic fluorescent photocleavable protecting groups

  摘要：

  Fluorescent conjugates of N-benzyloxycarbonyl protected gamma-aminobutyric acid were prepared by coupling to its C-terminus several polyheteroaromatic, based on the oxobenzopyran skeleton (trivially known as coumarin) and polyaromatic labels, such as naphthalene and pyrene. Photophysical properties were evaluated, as well as their behaviour towards photocleavage by irradiation in MeOH/HEPES buffer solution (80:20), in a photochemical reactor at different wavelengths (254, 300, 350 and 419 nm), followed by HPLC/UV monitoring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.032

文献信息

• Comparative study of polyaromatic and polyheteroaromatic fluorescent photocleavable protecting groups
  作者：Maria J.G. Fernandes、M. Sameiro T. Gonçalves、Susana P.G. Costa

  DOI：10.1016/j.tet.2008.01.032

  日期：2008.3

  Fluorescent conjugates of N-benzyloxycarbonyl protected gamma-aminobutyric acid were prepared by coupling to its C-terminus several polyheteroaromatic, based on the oxobenzopyran skeleton (trivially known as coumarin) and polyaromatic labels, such as naphthalene and pyrene. Photophysical properties were evaluated, as well as their behaviour towards photocleavage by irradiation in MeOH/HEPES buffer solution (80:20), in a photochemical reactor at different wavelengths (254, 300, 350 and 419 nm), followed by HPLC/UV monitoring. (C) 2008 Elsevier Ltd. All rights reserved.