[(1S,2S,3R,4S,6R)-3-[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-3-[(2,2,2-trifluoroacetyl)amino]-6-[[(2,2,2-trifluoroacetyl)amino]methyl]oxan-2-yl]oxy-2-hydroxy-4,6-bis[(2,2,2-trifluoroacetyl)amino]cyclohexyl] acetate | 285549-65-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(1S,2S,3R,4S,6R)-3-[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-3-[(2,2,2-trifluoroacetyl)amino]-6-[[(2,2,2-trifluoroacetyl)amino]methyl]oxan-2-yl]oxy-2-hydroxy-4,6-bis[(2,2,2-trifluoroacetyl)amino]cyclohexyl] acetate
• CAS: 285549-65-7
• 化学式: C₂₆H₂₈F₁₂N₄O₁₃
• 分子量: 832.508
• InChiKey: GERKCTUQLCANKR-CFXPVFGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  55
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  234
• 氢给体数：
  5
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  [(1S,2S,3R,4S,6R)-3-[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-3-[(2,2,2-trifluoroacetyl)amino]-6-[[(2,2,2-trifluoroacetyl)amino]methyl]oxan-2-yl]oxy-2-hydroxy-4,6-bis[(2,2,2-trifluoroacetyl)amino]cyclohexyl] acetate 在 3 A molecular sieve 、 氢溴酸 、 氰化汞 作用下， 以 溶剂黄146 为溶剂， 反应 32.0h， 生成 [(2R,3R,4R,5R,6R)-6-[[1-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-2,4-dioxopyrimidin-5-yl]methoxy]-4-acetyloxy-5-[(2,2,2-trifluoroacetyl)amino]-2-[[(2,2,2-trifluoroacetyl)amino]methyl]oxan-3-yl] acetate
  参考文献：
  名称：

  Synthesis of Aminoglycoside-Modified Oligonucleotides

  摘要：

  [GRAPHICS]To study the structural requirements of aminoglycoside binding to nucleic acids, compound 1-an analogue of the naturally occurring nucleoside J-was synthesized, When incorporated into oligodeoxynucleotides, 1 leads to thermal stabilization of the resulting duplexes. The increase in pairing affinity is stronger with complementary RNA than with DNA.

  DOI：

  10.1021/ol005797d
• 作为产物：
  描述：

  neamine tetrahydrochloride 在 吡啶 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 18.0h， 生成 [(1S,2S,3R,4S,6R)-3-[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-3-[(2,2,2-trifluoroacetyl)amino]-6-[[(2,2,2-trifluoroacetyl)amino]methyl]oxan-2-yl]oxy-2-hydroxy-4,6-bis[(2,2,2-trifluoroacetyl)amino]cyclohexyl] acetate
  参考文献：
  名称：

  Synthesis of Aminoglycoside-Modified Oligonucleotides

  摘要：

  [GRAPHICS]To study the structural requirements of aminoglycoside binding to nucleic acids, compound 1-an analogue of the naturally occurring nucleoside J-was synthesized, When incorporated into oligodeoxynucleotides, 1 leads to thermal stabilization of the resulting duplexes. The increase in pairing affinity is stronger with complementary RNA than with DNA.

  DOI：

  10.1021/ol005797d