2,2,2-Trifluoro-1-((2R,4aR,6S,6aR,11aS,11bS)-6-methoxy-2-phenyl-4,4a,6,6a,7,10,11a,11b-octahydro-1,3,5-trioxa-11-aza-cyclohepta[a]naphthalen-11-yl)-ethanone | 851190-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,2,2-Trifluoro-1-((2R,4aR,6S,6aR,11aS,11bS)-6-methoxy-2-phenyl-4,4a,6,6a,7,10,11a,11b-octahydro-1,3,5-trioxa-11-aza-cyclohepta[a]naphthalen-11-yl)-ethanone
• 英文别名: 2,2,2-trifluoro-1-[(1S,2S,4R,7R,9S,10R)-9-methoxy-4-phenyl-3,5,8-trioxa-15-azatricyclo[8.5.0.02,7]pentadec-12-en-15-yl]ethanone
• CAS: 851190-95-9
• 化学式: C₂₀H₂₂F₃NO₅
• 分子量: 413.394
• InChiKey: JQLKQAKEINJITP-PNVOZDDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2,2-Trifluoro-1-((2R,4aR,6S,6aR,11aS,11bS)-6-methoxy-2-phenyl-4,4a,6,6a,7,10,11a,11b-octahydro-1,3,5-trioxa-11-aza-cyclohepta[a]naphthalen-11-yl)-ethanone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以84%的产率得到(2R,4aR,6S,6aR,11aS,11bS)-6-Methoxy-2-phenyl-4a,6,6a,7,10,11,11a,11b-octahydro-4H-1,3,5-trioxa-11-aza-cyclohepta[a]naphthalene
  参考文献：
  名称：

  A ring-closing metathesis route to 7-membered aza-heteroannulated sugars

  摘要：

  Azepane rings have been constructed diastereoselectively upon a carbohydrate derivative utilising reductive amination and RCM. The stereochemistry of the ring junctions was confirmed by X-ray crystallography and NMR. Diastereo selective dihydroxylation has also been employed to afford a tetrahydroxylated azepane carbohydrate derivative with potential biological activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.007
• 作为产物：
  描述：

  methyl 4,6-O-benzylidene-2-deoxy-2-C-propenyl-α-D-erythro-hexopyranosid-3-ulose 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 吡啶 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 34.0h， 生成 2,2,2-Trifluoro-1-((2R,4aR,6S,6aR,11aS,11bS)-6-methoxy-2-phenyl-4,4a,6,6a,7,10,11a,11b-octahydro-1,3,5-trioxa-11-aza-cyclohepta[a]naphthalen-11-yl)-ethanone
  参考文献：
  名称：

  A ring-closing metathesis route to 7-membered aza-heteroannulated sugars

  摘要：

  Azepane rings have been constructed diastereoselectively upon a carbohydrate derivative utilising reductive amination and RCM. The stereochemistry of the ring junctions was confirmed by X-ray crystallography and NMR. Diastereo selective dihydroxylation has also been employed to afford a tetrahydroxylated azepane carbohydrate derivative with potential biological activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.007