methyl 2,3,4-tri-O-acetyl-6-deoxy-6-octanamido-α-D-glucopyranoside | 189503-46-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4-tri-O-acetyl-6-deoxy-6-octanamido-α-D-glucopyranoside
• CAS: 189503-46-6
• 化学式: C₂₁H₃₅NO₉
• 分子量: 445.51
• InChiKey: WHSCBFSZPVVQJH-RQXATKFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  31.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  126.46
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4-tri-O-acetyl-6-deoxy-6-octanamido-α-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 反应 16.0h， 以97%的产率得到methyl 6-deoxy-6-octanamido-α-D-glucopyranoside
  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：

  Methyl-2,3,4-tri-O-acetyl-6-O-p-toluolsulfonyl-α-D-glucopyranosid 在 sodium azide 、 三苯基膦 作用下， 以 二甲基亚砜 、 苯 为溶剂， 反应 72.0h， 生成 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-octanamido-α-D-glucopyranoside
  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