6-O-allyl-3',4'-di-O-benzyl-1-N-[(S)-2-benzyloxy-4-(benzyloxycarbonylamino)butanoyl]-3,2',6'-triazidoneamine | 959982-88-8

• 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: 6-O-allyl-3',4'-di-O-benzyl-1-N-[(S)-2-benzyloxy-4-(benzyloxycarbonylamino)butanoyl]-3,2',6'-triazidoneamine
• CAS: 959982-88-8
• 化学式: C₄₈H₅₅N₁₁O₁₀
• 分子量: 946.032
• InChiKey: VYBPAGVZVOXWEY-SZHJUFSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.66
• 重原子数：
  69.0
• 可旋转键数：
  25.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  289.32
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  6-O-allyl-3',4'-di-O-benzyl-1-N-[(S)-2-benzyloxy-4-(benzyloxycarbonylamino)butanoyl]-3,2',6'-triazidoneamine 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到5-O-acetyl-6-O-allyl-3',4'-di-O-benzyl-1-N-[(S)-2-benzyloxy-4-(benzyloxycarbonylamino)butanoyl]-3,2',6'-triazidoneamine
  参考文献：
  名称：

  Synthesis and antibacterial activity of pyranmycin derivatives with N-1 and O-6 modifications

  摘要：

  Continuing from our ongoing effort in modifying aminoglycoside antibiotics with the goal of counteracting drug resistant bacteria, we have further derivatized pyranmycin, a neomycin class aminoglycoside antibiotic, with modifications at O-6 and N-1 positions. The revealed SAR results demonstrated that the antibacterial activity of pyranmycin can be modulated by different acylic substituents at O-6. Among these results, the 6-O-aminoethyl derivative, JT050, showed effective activity against resistant strain Escherichia coli (pTZ19U-3) and E. coli (pSF815), which provides insight into further structural modi. cations. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.059
• 作为产物：
  描述：

  3',4'-di-O-benzyl-1-N-[(S)-2-benzyloxy-4-(benzyloxycarbonylamino)butanoyl]-3,2',6'-triazidoneamine 、 3-溴丙烯 在 四丁基碘化铵 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到6-O-allyl-3',4'-di-O-benzyl-1-N-[(S)-2-benzyloxy-4-(benzyloxycarbonylamino)butanoyl]-3,2',6'-triazidoneamine
  参考文献：
  名称：

  Synthesis and antibacterial activity of pyranmycin derivatives with N-1 and O-6 modifications

  摘要：

  Continuing from our ongoing effort in modifying aminoglycoside antibiotics with the goal of counteracting drug resistant bacteria, we have further derivatized pyranmycin, a neomycin class aminoglycoside antibiotic, with modifications at O-6 and N-1 positions. The revealed SAR results demonstrated that the antibacterial activity of pyranmycin can be modulated by different acylic substituents at O-6. Among these results, the 6-O-aminoethyl derivative, JT050, showed effective activity against resistant strain Escherichia coli (pTZ19U-3) and E. coli (pSF815), which provides insight into further structural modi. cations. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.059