p-nitrophenyl 2-acetamino-6-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-gluco-pyranosyl)-2-deoxy-3,4-di-O-acetyl-β-D-glucopyranoside | 7365-00-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-nitrophenyl 2-acetamino-6-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-gluco-pyranosyl)-2-deoxy-3,4-di-O-acetyl-β-D-glucopyranoside
• 英文别名: p-Nitrophenyl-2-acetamido-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranosid
• CAS: 7365-00-6
• 化学式: C₃₂H₄₁N₃O₁₈
• 分子量: 755.687
• InChiKey: USOIPWDXDQYXIA-BCLGHQEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.26
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  269.76
• 氢给体数：
  2.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  (E)-5-cyclohexylidene-2,4-pentadienal 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 48.0h， 以2%的产率得到p-nitrophenyl 2-acetamino-6-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-gluco-pyranosyl)-2-deoxy-3,4-di-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Enzymatic Synthesis ofP-Nitrophenyl β-Chitobioside

  摘要：

  p-Nitrophenyl beta-chitobioside (2) was prepared from p-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside (1) using beta-N-acetylhexosaminidase from Aspergillus oryzae. As minor by-product a (1-->6)-linked regioisomer (3a) was formed. Addition of (NH4)(2)SO4 and organic co-solvents (acetonitrile, dioxane) substantially increased the yield.

  DOI：

  10.1080/07328309908544047