Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-(2-acetoxy-ethoxy)-6-acetoxymethyl-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester | 502621-24-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-(2-acetoxy-ethoxy)-6-acetoxymethyl-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester
• CAS: 502621-24-1
• 化学式: C₄₉H₅₈N₁₂O₁₆
• 分子量: 1071.07
• InChiKey: HBNPOQQBYKMPFR-QVCXWOEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  77.0
• 可旋转键数：
  26.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  374.08
• 氢给体数：
  0.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-(2-acetoxy-ethoxy)-6-acetoxymethyl-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester 在 palladium dihydroxide potassium carbonate 、 sodium hydroxide 、 三甲基膦 、 氢气 作用下， 以 甲醇 、 四氢呋喃 、 水 、 溶剂黄146 为溶剂， 反应 26.0h， 生成
  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：

  Acetic acid (2R,3R,4S,5R)-5-acetoxy-4-(2-acetoxy-ethoxy)-2-acetoxymethyl-6-hydroxy-tetrahydro-pyran-3-yl ester 在 三氟化硼乙醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-(2-acetoxy-ethoxy)-6-acetoxymethyl-2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester
  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