3,4,6-tri-O-acetyl-2-deoxy-2-N-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranose | 1426655-48-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,6-tri-O-acetyl-2-deoxy-2-N-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranose
• CAS: 1426655-48-2
• 化学式: C₄₃H₄₂N₂O₁₇
• 分子量: 858.81
• InChiKey: HOWJXRAXYJQLRR-JXSZEVRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  62.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  237.11
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为产物：
  描述：

  phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 在 三氯异氰尿酸 、 水 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以86%的产率得到3,4,6-tri-O-acetyl-2-deoxy-2-N-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranose
  参考文献：
  名称：

  Trichloroisocyanuric acid (TCCA): an efficient green reagent for activation of thioglycosides toward hydrolysis

  摘要：

  Trichloroisocyanuric acid (TCCA), an inexpensive, commercially available, and non-toxic reagent has been used for the activation of thioglycosides toward their hydrolysis to the corresponding hemiacetals in high to excellent yields. The methodology provides a mild reaction condition for dealing with compounds containing acid sensitive functional groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.01.001