(1S,9S,10R)-12-[(1S)-1-phenylethyl]-2-oxa-12,15-diazatetracyclo[7.5.3.01,10.03,8]heptadeca-3,5,7-trien-16-one | 478685-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (1S,9S,10R)-12-[(1S)-1-phenylethyl]-2-oxa-12,15-diazatetracyclo[7.5.3.01,10.03,8]heptadeca-3,5,7-trien-16-one
• CAS: 478685-72-2
• 化学式: C₂₂H₂₄N₂O₂
• 分子量: 348.445
• InChiKey: QUZYMMZPKPBCSP-AKYGZRSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,9S,10R)-12-[(1S)-1-phenylethyl]-2-oxa-12,15-diazatetracyclo[7.5.3.01,10.03,8]heptadeca-3,5,7-trien-16-one 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 作用下， 生成 (1S,9S,10R)-12-methyl-2-oxa-12,15-diazatetracyclo[7.5.3.01,10.03,8]heptadeca-3,5,7-trien-16-one
  参考文献：
  名称：

  Diastereoselective synthesis of lortalamine analogs

  摘要：

  (R)-(+)-1-(1-Naphthyl)ethylamine was found to be a more effective chiral auxiliary in the asymmetric synthesis of lortalamine analogs than (S)-(-)-alpha-methylbenzylamine. Chiral, non-racemic ketones 6 and 7 were prepared and transformed into pairs of diastereomeric intermediates of final lortalamine analogs. For one of them, the stereochemistry on the heterocyclic part was established on the basis of X-ray crystallography. Enantiomerically pure (+)-des-chloro-lortaiamine 2 was finally obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00232-x
• 作为产物：
  描述：

  1-[(1S)-1-苯基乙基]-4-哌啶酮 在 乙酸铵 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 90.0h， 生成 (1S,9S,10R)-12-[(1S)-1-phenylethyl]-2-oxa-12,15-diazatetracyclo[7.5.3.01,10.03,8]heptadeca-3,5,7-trien-16-one
  参考文献：
  名称：

  Diastereoselective synthesis of lortalamine analogs

  摘要：

  (R)-(+)-1-(1-Naphthyl)ethylamine was found to be a more effective chiral auxiliary in the asymmetric synthesis of lortalamine analogs than (S)-(-)-alpha-methylbenzylamine. Chiral, non-racemic ketones 6 and 7 were prepared and transformed into pairs of diastereomeric intermediates of final lortalamine analogs. For one of them, the stereochemistry on the heterocyclic part was established on the basis of X-ray crystallography. Enantiomerically pure (+)-des-chloro-lortaiamine 2 was finally obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00232-x