(1S,5S,7R)-7-pentyl-6-oxa-2,4-diazabicyclo[3.2.2]nonan-3-imine trifluoroacetate | 1120352-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮卓类
• 英文名称: (1S,5S,7R)-7-pentyl-6-oxa-2,4-diazabicyclo[3.2.2]nonan-3-imine trifluoroacetate
• 英文别名: (1S,5S,7R)-7-pentyl-6-oxa-2,4-diazabicyclo[3.2.2]non-3-en-3-amine;2,2,2-trifluoroacetic acid
• CAS: 1120352-12-6
• 化学式: C₂HF₃O₂*C₁₁H₂₁N₃O
• 分子量: 325.331
• InChiKey: FJPCSZCESXMPNC-JYNKJOSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  96.9
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  bis(1,1-dimethylethyl) [[(1S,2R)-2-hydroxy-1-(3,3-dimethoxypropyl)heptyl]carbonimidoyl]biscarbamate 、 三氟乙酸 以 氘代氯仿 为溶剂， 反应 12.0h， 以73%的产率得到(1S,5S,7R)-7-pentyl-6-oxa-2,4-diazabicyclo[3.2.2]nonan-3-imine trifluoroacetate
  参考文献：
  名称：

  Synthesis of (+)- and (−)-Monanchorin

  摘要：

  The optically pure epoxy acetal was converted to the protected guanidino alcohol by reaction with NaN3 in DMF, hydrogenation of the azide, and reaction of the amine with MeSC(NBoc)NHBoc, AgNO3, and Et3N. Treatment of the protected guanidino alcohol with 9:1 CDCl3/TFA afforded monanchorin, whose absolute stereochemistry was assigned as shown.

  DOI：

  10.1021/ol802981h

文献信息

• Synthesis of (+)- and (−)-Monanchorin
  作者：Min Yu、Barry B. Snider

  DOI：10.1021/ol802981h

  日期：2009.2.19

  The optically pure epoxy acetal was converted to the protected guanidino alcohol by reaction with NaN3 in DMF, hydrogenation of the azide, and reaction of the amine with MeSC(NBoc)NHBoc, AgNO3, and Et3N. Treatment of the protected guanidino alcohol with 9:1 CDCl3/TFA afforded monanchorin, whose absolute stereochemistry was assigned as shown.