(3R,7R,8aR,9aS,10aS)-3,7,10,10-Tetramethyl-decahydro-9-oxa-4a-aza-anthracen-4-one | 223792-43-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3R,7R,8aR,9aS,10aS)-3,7,10,10-Tetramethyl-decahydro-9-oxa-4a-aza-anthracen-4-one
• 英文别名: (3S,6R,8R,10S,13R)-2,2,6,13-tetramethyl-9-oxa-1-azatricyclo[8.4.0.03,8]tetradecan-14-one
• CAS: 223792-43-6
• 化学式: C₁₆H₂₇NO₂
• 分子量: 265.396
• InChiKey: UPPXLXVYJPMLSJ-KSTCHIGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3R,7R,8aR,9aS,10aS)-3,7,10,10-Tetramethyl-decahydro-9-oxa-4a-aza-anthracen-4-one 生成 （R）-3-甲基哌啶盐酸盐;
  参考文献：
  名称：

  Synthesis of enantiopure 3-alkyl-perhydroazepines by diastereoselective 7-endo-radical cyclisation on a chiral 1,3-perhydrobenzoxazine derivative

  摘要：

  Competitive alkyl radical 6-exo/7-endo cyclisation on alpha,beta-unsaturated amides derived from chiral perhydrobenzoxazines are controlled by the alkene substitution pattern. Stereocontrol leading to 7-endo regioisomers is considerably higher and allows to prepare enantiopure hexahydroazepine derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00119-7
• 作为产物：
  描述：

  (-)-aminomenthol 在 偶氮二异丁腈 、 三正丁基氢锡 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 3.5h， 生成 (3R,7R,8aR,9aS,10aS)-3,7,10,10-Tetramethyl-decahydro-9-oxa-4a-aza-anthracen-4-one
  参考文献：
  名称：

  Synthesis of enantiopure 3-alkyl-perhydroazepines by diastereoselective 7-endo-radical cyclisation on a chiral 1,3-perhydrobenzoxazine derivative

  摘要：

  Competitive alkyl radical 6-exo/7-endo cyclisation on alpha,beta-unsaturated amides derived from chiral perhydrobenzoxazines are controlled by the alkene substitution pattern. Stereocontrol leading to 7-endo regioisomers is considerably higher and allows to prepare enantiopure hexahydroazepine derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00119-7