benzyl ((4aR,6R,7R,8R,8aR)-6-(((1R,2R,3S,4R,6S)-4-amino-6-(((benzyloxy)carbonyl)amino)-2,3-dihydroxycyclohexyl)oxy)-8-((tert-butyldimethylsilyl)oxy)-2-oxooctahydropyrano[2,3-e][1,3]oxazin-7-yl)carbamate | 956116-81-7

• 分子结构分类: 有机化合物
• 英文名称: benzyl ((4aR,6R,7R,8R,8aR)-6-(((1R,2R,3S,4R,6S)-4-amino-6-(((benzyloxy)carbonyl)amino)-2,3-dihydroxycyclohexyl)oxy)-8-((tert-butyldimethylsilyl)oxy)-2-oxooctahydropyrano[2,3-e][1,3]oxazin-7-yl)carbamate
• CAS: 956116-81-7
• 化学式: C₃₅H₅₀N₄O₁₁Si
• 分子量: 730.888
• InChiKey: OOXVURMPQGZMRA-UKDUIRCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  51.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  209.16
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  benzyl ((4aR,6R,7R,8R,8aR)-6-(((1R,2R,3S,4R,6S)-4-amino-6-(((benzyloxy)carbonyl)amino)-2,3-dihydroxycyclohexyl)oxy)-8-((tert-butyldimethylsilyl)oxy)-2-oxooctahydropyrano[2,3-e][1,3]oxazin-7-yl)carbamate 、 丁二酸 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以71%的产率得到
  参考文献：
  名称：

  Synthesis of a Neamine Dimer Targeting the Dimerization Initiation Site of HIV-1 RNA

  摘要：

  [GRAPHICS]A neamine dimer designed to bind to a specific sequence of HIV-1 RNA has been synthesized. Starting from neomycin B (1), a five-step synthesis efficiently provided a key protected neamine monomer 6 (28%). From the latter, coupling reactions with activated diacids gave dimers. After deprotection, a neamine dimer was obtained as the hexachlorohydrate salt 15 with 13% overall yield over nine steps.

  DOI：

  10.1021/ol701760k
• 作为产物：
  描述：

  在 barium dihydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.5h， 以72%的产率得到benzyl ((4aR,6R,7R,8R,8aR)-6-(((1R,2R,3S,4R,6S)-4-amino-6-(((benzyloxy)carbonyl)amino)-2,3-dihydroxycyclohexyl)oxy)-8-((tert-butyldimethylsilyl)oxy)-2-oxooctahydropyrano[2,3-e][1,3]oxazin-7-yl)carbamate
  参考文献：
  名称：

  Synthesis of a Neamine Dimer Targeting the Dimerization Initiation Site of HIV-1 RNA

  摘要：

  [GRAPHICS]A neamine dimer designed to bind to a specific sequence of HIV-1 RNA has been synthesized. Starting from neomycin B (1), a five-step synthesis efficiently provided a key protected neamine monomer 6 (28%). From the latter, coupling reactions with activated diacids gave dimers. After deprotection, a neamine dimer was obtained as the hexachlorohydrate salt 15 with 13% overall yield over nine steps.

  DOI：

  10.1021/ol701760k