[(2R,3R,4R,5S)-4-acetyloxy-5-[(1S,2S,3R,5S,6R)-2-acetyloxy-6-[(2R,3R,4R,5R,6R)-4-acetyloxy-6-(azidomethyl)-5-hydroxy-3-(phenylmethoxycarbonylamino)oxan-2-yl]oxy-3-[[(2S)-2-acetyloxy-4-(phenylmethoxycarbonylamino)butanoyl]amino]-5-(phenylmethoxycarbonylamino)cyclohexyl]oxy-3-[(2R,3R,4R,5R,6S)-4,5-diacetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxyoxolan-2-yl]methyl acetate | 940286-15-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4R,5S)-4-acetyloxy-5-[(1S,2S,3R,5S,6R)-2-acetyloxy-6-[(2R,3R,4R,5R,6R)-4-acetyloxy-6-(azidomethyl)-5-hydroxy-3-(phenylmethoxycarbonylamino)oxan-2-yl]oxy-3-[[(2S)-2-acetyloxy-4-(phenylmethoxycarbonylamino)butanoyl]amino]-5-(phenylmethoxycarbonylamino)cyclohexyl]oxy-3-[(2R,3R,4R,5R,6S)-4,5-diacetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxyoxolan-2-yl]methyl acetate
• CAS: 940286-15-7
• 化学式: C₈₁H₉₅N₉O₃₂
• 分子量: 1706.69
• InChiKey: OKOAOLDRSZITJC-NRSYVOTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  122
• 可旋转键数：
  48
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  495
• 氢给体数：
  7
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5S)-4-acetyloxy-5-[(1S,2S,3R,5S,6R)-2-acetyloxy-6-[(2R,3R,4R,5R,6R)-4-acetyloxy-6-(azidomethyl)-5-hydroxy-3-(phenylmethoxycarbonylamino)oxan-2-yl]oxy-3-[[(2S)-2-acetyloxy-4-(phenylmethoxycarbonylamino)butanoyl]amino]-5-(phenylmethoxycarbonylamino)cyclohexyl]oxy-3-[(2R,3R,4R,5R,6S)-4,5-diacetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxyoxolan-2-yl]methyl acetate 在 甲醇 、 sodium 作用下， 反应 12.0h， 以66%的产率得到benzyl N-[(1S,2R,3R,4S,5R)-2-[(2R,3R,4R,5S,6R)-6-(azidomethyl)-4,5-dihydroxy-3-(phenylmethoxycarbonylamino)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[[(2S)-2-hydroxy-4-(phenylmethoxycarbonylamino)butanoyl]amino]cyclohexyl]carbamate
  参考文献：
  名称：

  WO2007/64954

  摘要：

  公开号：
• 作为产物：
  描述：

  [(2R,3R,4R,5S)-4-acetyloxy-5-[(1S,2S,3R,5S,6R)-2-acetyloxy-6-[(2S,3R,4R,5S,6R)-4-acetyloxy-5-hydroxy-6-[(4-methylphenyl)sulfonyloxymethyl]-3-(phenylmethoxycarbonylamino)oxan-2-yl]oxy-3-[[(2S)-2-acetyloxy-4-(phenylmethoxycarbonylamino)butanoyl]amino]-5-(phenylmethoxycarbonylamino)cyclohexyl]oxy-3-[(2R,3R,4R,5R,6S)-4,5-diacetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxyoxolan-2-yl]methyl acetate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以84%的产率得到[(2R,3R,4R,5S)-4-acetyloxy-5-[(1S,2S,3R,5S,6R)-2-acetyloxy-6-[(2R,3R,4R,5R,6R)-4-acetyloxy-6-(azidomethyl)-5-hydroxy-3-(phenylmethoxycarbonylamino)oxan-2-yl]oxy-3-[[(2S)-2-acetyloxy-4-(phenylmethoxycarbonylamino)butanoyl]amino]-5-(phenylmethoxycarbonylamino)cyclohexyl]oxy-3-[(2R,3R,4R,5R,6S)-4,5-diacetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxyoxolan-2-yl]methyl acetate
  参考文献：
  名称：

  [EN] ANTIBACTERIAL AMINOGLYCOSIDE ANALOGS
  [FR] ANALOGUES D'AMINOGLYCOSIDE ANTIBACTÉRIENS

  摘要：

  揭示了具有抗菌活性的化合物。这些化合物具有以下结构（I）：（I）包括立体异构体、药学上可接受的盐和前药，其中Q1、Q2、R1、R2和R3如本文所定义。还公开了与制备和使用这些化合物相关的方法，以及包含这些化合物的药物组合物。

  公开号：

  WO2010042851A1

文献信息

• ANTIBACTERIAL 1,4,5-SUBSTITUTED AMINOGLYCOSIDE ANALOGS
  申请人：Linsell Martin

  公开号：US20080300199A1

  公开（公告）日：2008-12-04

  The present invention is directed to analogs of aminoglycoside compounds as well as their preparation and use as prophylactic or therapeutics against microbial infection.

  本发明涉及氨基糖苷化合物的类似物，以及它们的制备和用作预防或治疗微生物感染的药物。
• WO2008/124821
  申请人：——

  公开号：——

  公开（公告）日：——
• ANTIBACTERIAL 4,5-SUBSTITUTED AMINOGLYCOSIDE ANALOGS HAVING MULTIPLE SUBSTITUENTS
  申请人：Swayze Eric E.

  公开号：US20080293649A1

  公开（公告）日：2008-11-27

  The present invention is directed to analogs of aminoglycoside compounds as well as their preparation and use as prophylactic or therapeutics against microbial infection.
• US7893039B2
  申请人：——

  公开号：US7893039B2

  公开（公告）日：2011-02-22
• [EN] ANTIBACTERIAL 4,5-SUBSTITUTED AMINOGLYCOSIDE ANALOGS HAVING MULTIPLE SUBSTITUENTS<br/>[FR] ANALOGUES D'AMINOGLYCOSIDE 4,5-SUBSTITUÉS ANTIBACTÉRIENS COMPORTANT PLUSIEURS SUBSTITUANTS
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2007064954A2

  公开（公告）日：2007-06-07

  [EN] The present invention is directed to analogs of aminoglycoside compounds as well as their preparation and use as prophylactic or therapeutics against microbial infection.
  [FR] L'invention concerne des analogues de composés aminoglycoside, ainsi que leur préparation et leur utilisation en tant qu'agents destinés à prévenir ou traiter une infection microbienne.