6'-deamino-4',5'-dehydro-3',4'-dideoxy-6'-hydroxy-per-N-Cbz-ribostamycin | 1350556-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6'-deamino-4',5'-dehydro-3',4'-dideoxy-6'-hydroxy-per-N-Cbz-ribostamycin
• CAS: 1350556-54-5
• 化学式: C₄₁H₄₉N₃O₁₅
• 分子量: 823.851
• InChiKey: ILHXZDQSIJDTRC-KAMCMRRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  59.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  253.06
• 氢给体数：
  8.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  6'-deamino-4',5'-dehydro-3',4'-dideoxy-6'-hydroxy-per-N-Cbz-ribostamycin 、 溶剂黄146 在 氨 、 sodium 、 叔丁醇 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.08h， 以79%的产率得到6'-deamino-4',5'-dehydro-3',4'-dideoxy-6'-hydroxyribostamycin
  参考文献：
  名称：

  Hybrid Aminoglycoside Antibiotics via Tsuji Palladium-Catalyzed Allylic Deoxygenation

  摘要：

  Biosynthetically inspired manipulation of the antibiotic paromomycin led, in six high-yielding steps, to a ring A harboring an alpha,beta-unsaturated 6'-aldehyde and an allylic 3'-methylcarbonate group. Tsuji deoxygenation in the presence of 5 mol % Pd-2(dba)(3) and Bu3P granted access to a novel series of 3',4'-dideoxy-4',5'-dehydro ring A hybrids. The neomycin-sisomicin hybrid exhibited superior in vitro antibacterial activity to the parent compound neomycin.

  DOI：

  10.1021/ol2027703
• 作为产物：
  描述：

  在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以28 mg的产率得到6'-deamino-4',5'-dehydro-3',4'-dideoxy-6'-hydroxy-per-N-Cbz-ribostamycin
  参考文献：
  名称：

  Hybrid Aminoglycoside Antibiotics via Tsuji Palladium-Catalyzed Allylic Deoxygenation

  摘要：

  Biosynthetically inspired manipulation of the antibiotic paromomycin led, in six high-yielding steps, to a ring A harboring an alpha,beta-unsaturated 6'-aldehyde and an allylic 3'-methylcarbonate group. Tsuji deoxygenation in the presence of 5 mol % Pd-2(dba)(3) and Bu3P granted access to a novel series of 3',4'-dideoxy-4',5'-dehydro ring A hybrids. The neomycin-sisomicin hybrid exhibited superior in vitro antibacterial activity to the parent compound neomycin.

  DOI：

  10.1021/ol2027703