4-[(benzyloxyamino)methyl]benzene-1,2-diol | 1185742-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[(benzyloxyamino)methyl]benzene-1,2-diol
• 英文别名: 4-[(Phenylmethoxyamino)methyl]benzene-1,2-diol；4-[(phenylmethoxyamino)methyl]benzene-1,2-diol
• CAS: 1185742-46-4
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: MPCPVXWFEIXUNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  61.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  D-葡萄糖 、 4-[(benzyloxyamino)methyl]benzene-1,2-diol 在 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到N-benzyloxy-N-(3,4-dihydroxybenzyl)-β-D-glucosylamine
  参考文献：
  名称：

  First experimental identification of Ras-inhibitor binding interface using a water-soluble Ras ligand

  摘要：

  By combining in the same molecule Ras-interacting aromatic moieties and a sugar, we prepared a water-soluble Ras ligand that binds Ras and inhibits guanine nucleotide exchange. With this compound it was possible to determine experimentally by a N-15-edited HSQC NMR experiment the ligand-Ras binding interface. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.107
• 作为产物：
  描述：

  3,4-dihydroxybenzaldehyde-O-benzyloxime 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以80%的产率得到4-[(benzyloxyamino)methyl]benzene-1,2-diol
  参考文献：
  名称：

  First experimental identification of Ras-inhibitor binding interface using a water-soluble Ras ligand

  摘要：

  By combining in the same molecule Ras-interacting aromatic moieties and a sugar, we prepared a water-soluble Ras ligand that binds Ras and inhibits guanine nucleotide exchange. With this compound it was possible to determine experimentally by a N-15-edited HSQC NMR experiment the ligand-Ras binding interface. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.107

文献信息

• First experimental identification of Ras-inhibitor binding interface using a water-soluble Ras ligand
  作者：Alessandro Palmioli、Elena Sacco、Sherwin Abraham、Celestine J. Thomas、Alessandro Di Domizio、Luca De Gioia、Vadim Gaponenko、Marco Vanoni、Francesco Peri

  DOI：10.1016/j.bmcl.2009.05.107

  日期：2009.8

  By combining in the same molecule Ras-interacting aromatic moieties and a sugar, we prepared a water-soluble Ras ligand that binds Ras and inhibits guanine nucleotide exchange. With this compound it was possible to determine experimentally by a N-15-edited HSQC NMR experiment the ligand-Ras binding interface. (C) 2009 Elsevier Ltd. All rights reserved.