3-O-(2-hydroxyethyl)-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose | 502621-16-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-(2-hydroxyethyl)-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose
• CAS: 502621-16-1
• 化学式: C₁₁H₂₀O₆
• 分子量: 248.276
• InChiKey: PYRYGPPZENJEHF-HOTMZDKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.38
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-O-(2-hydroxyethyl)-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 在 sodium azide 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-O-(2-azidoethyl)-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose
  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：

  3-O-allyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 在 臭氧 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 3.0h， 以51%的产率得到3-O-(2-hydroxyethyl)-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose
  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