2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-N-(3-dimethylamino-propyl)-acetamide | 870180-79-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-N-(3-dimethylamino-propyl)-acetamide
• CAS: 870180-79-3
• 化学式: C₂₄H₃₀F₃N₉O₄S
• 分子量: 597.621
• InChiKey: UOHKMGDHWYUVQH-JMFCIBLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  41.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  181.44
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-N-(3-dimethylamino-propyl)-acetamide 在 镍 、 肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以73%的产率得到{6-O-[3-(N,N-dimethylamino)propylcarbamoyl]methylene}-2-deoxy-[4-O-(7-trifluoromethyl-4-quinolinethio)methylene]streptamine
  参考文献：
  名称：

  The synthesis and 16S A-site rRNA recognition of carbohydrate-free aminoglycosides

  摘要：

  The first carbohydrate-free aminoglycoside analogs bearing the 2-deoxystreptamine moiety were synthesized from asymmetrically protected 2-deoxystrepamine and subsequently demonstrated to have significant binding to the 16S A-site rRNA target and moderate functional activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.027
• 作为产物：
  描述：

  (1S,2R,3R,4S,6R)-4,6-diazido-3-[[7-(trifluoromethyl)quinolin-4-yl]sulfanylmethoxy]cyclohexane-1,2-diol 在 sodium hydride 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.17h， 生成 2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-N-(3-dimethylamino-propyl)-acetamide
  参考文献：
  名称：

  The synthesis and 16S A-site rRNA recognition of carbohydrate-free aminoglycosides

  摘要：

  The first carbohydrate-free aminoglycoside analogs bearing the 2-deoxystreptamine moiety were synthesized from asymmetrically protected 2-deoxystrepamine and subsequently demonstrated to have significant binding to the 16S A-site rRNA target and moderate functional activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.027