1,2,3,4-tetra-O-acetyl-6-deoxy-6-octanamido-D-glucopyranose | 189503-49-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,2,3,4-tetra-O-acetyl-6-deoxy-6-octanamido-D-glucopyranose
• CAS: 189503-49-9
• 化学式: C₂₂H₃₅NO₁₀
• 分子量: 473.521
• InChiKey: DRYFTUDKTYNBSL-JQQDRUSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  33.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  143.53
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4-tetra-O-acetyl-6-deoxy-6-octanamido-D-glucopyranose 在 甲醇 、 sodium methylate 作用下， 反应 16.0h， 以82%的产率得到6-deoxy-6-octanamido-D-glucopyranose
  参考文献：
  名称：

  Synthesis and surface-active properties of amphiphilic 6-aminocarbonyl derivatives of d-glucose

  摘要：

  Several 6-amido-6-deoxy derivatives of methyl cu-D-glucopyranoside and D-glucopyranose were prepared via peracetylated 6-azido-6-deoxy or 6-deoxy-6-isocyanato intermediates. These compounds displayed high Krafft temperatures which could result from hydrogen bonding between NH and O-5. Their tensio-active properties above the Krafft temperature were compared with Hecameg (methyl 6-0-(N-heptylcarbamoyl)-alpha-D-glucopyranoside). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00336-9
• 作为产物：
  描述：

  1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-α,β-D-glucopyranose 在 sodium azide 、 三苯基膦 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 25.0h， 生成 1,2,3,4-tetra-O-acetyl-6-deoxy-6-octanamido-D-glucopyranose
  参考文献：
  名称：

  Synthesis and surface-active properties of amphiphilic 6-aminocarbonyl derivatives of d-glucose

  摘要：

  Several 6-amido-6-deoxy derivatives of methyl cu-D-glucopyranoside and D-glucopyranose were prepared via peracetylated 6-azido-6-deoxy or 6-deoxy-6-isocyanato intermediates. These compounds displayed high Krafft temperatures which could result from hydrogen bonding between NH and O-5. Their tensio-active properties above the Krafft temperature were compared with Hecameg (methyl 6-0-(N-heptylcarbamoyl)-alpha-D-glucopyranoside). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00336-9