acetyl 3-O-(2-acetoxyethyl)-4-azido-2-O-acetyl-4,6-dideoxy-α-D-glucopyranoside | 502621-13-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetyl 3-O-(2-acetoxyethyl)-4-azido-2-O-acetyl-4,6-dideoxy-α-D-glucopyranoside
• CAS: 502621-13-8
• 化学式: C₁₄H₂₁N₃O₈
• 分子量: 359.336
• InChiKey: SFBNXBLSQMHZAB-FXXKZNHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.85
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  146.12
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  acetyl 3-O-(2-acetoxyethyl)-4-azido-2-O-acetyl-4,6-dideoxy-α-D-glucopyranoside 在 乙酸肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-O-(2-acetoxyethyl)-4-azido-2-O-acetyl-4,6-dideoxy-α-D-glucopyranosyl trichloroacetimidate
  参考文献：
  名称：

  Exploring the Optimal Site for Modifications of Pyranmycins with the Extended Arm Approach

  摘要：

  [GRAPHICS]Continuing from the syntheses and the antibacterial studies of a library of pyranmycins, we further probed the proximity around ring III of pyranmycin by introducing an "extended arm" that has hydroxyethyl or aminoethyl groups at the O-2", O-3", or O-4" positions. The results from the antibacterial studies reveal the optimal structural motif is the attachment of an extended arm with a terminal hydroxyl group at the O-3" position.

  DOI：

  10.1021/ol027288c
• 作为产物：
  描述：

  乙酸酐 、 methyl 3-O-(2-hydroxyethyl)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-glucopyranoside 在 硫酸 作用下， 以65%的产率得到acetyl 3-O-(2-acetoxyethyl)-4-azido-2-O-acetyl-4,6-dideoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Exploring the Optimal Site for Modifications of Pyranmycins with the Extended Arm Approach

  摘要：

  [GRAPHICS]Continuing from the syntheses and the antibacterial studies of a library of pyranmycins, we further probed the proximity around ring III of pyranmycin by introducing an "extended arm" that has hydroxyethyl or aminoethyl groups at the O-2", O-3", or O-4" positions. The results from the antibacterial studies reveal the optimal structural motif is the attachment of an extended arm with a terminal hydroxyl group at the O-3" position.

  DOI：

  10.1021/ol027288c