2-Methyl-1-[(2S,4aS,7R,8aR)-4,4,7-trimethyl-2-(2-phenylselanyl-ethyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone | 223792-41-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Methyl-1-[(2S,4aS,7R,8aR)-4,4,7-trimethyl-2-(2-phenylselanyl-ethyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone
• 英文别名: 1-[(2S,4aS,7R,8aR)-4,4,7-trimethyl-2-(2-phenylselanylethyl)-4a,5,6,7,8,8a-hexahydro-2H-benzo[e][1,3]oxazin-3-yl]-2-methylprop-2-en-1-one
• CAS: 223792-41-4
• 化学式: C₂₃H₃₃NO₂Se
• 分子量: 434.481
• InChiKey: DQZBSZMQVJRYPZ-WLRLJWMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 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：

  2-Methyl-1-[(2S,4aS,7R,8aR)-4,4,7-trimethyl-2-(2-phenylselanyl-ethyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 生成 (7R,8aR,9aS,10aS)-3,3,7,10,10-Pentamethyl-decahydro-9-oxa-4a-aza-anthracen-4-one 、 (3R,4aR,5aS,9R,11aS)-3,9,11,11-Tetramethyl-decahydro-5-oxa-10a-aza-cyclohepta[b]naphthalen-10-one 、 (3R,4aR,5aS,9S,11aS)-3,9,11,11-Tetramethyl-decahydro-5-oxa-10a-aza-cyclohepta[b]naphthalen-10-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
• 作为产物：
  描述：

  (-)-aminomenthol 在 四甲基乙二胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 2-Methyl-1-[(2S,4aS,7R,8aR)-4,4,7-trimethyl-2-(2-phenylselanyl-ethyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone
  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