(2R)-2-[[(5aS,11bR)-2,3,4,5,6,11b-hexahydro-1H-chromeno[4,3-b]azepin-5a-yl]amino]-2-phenylethanol | 592508-14-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2R)-2-[[(5aS,11bR)-2,3,4,5,6,11b-hexahydro-1H-chromeno[4,3-b]azepin-5a-yl]amino]-2-phenylethanol
• CAS: 592508-14-0
• 化学式: C₂₁H₂₆N₂O₂
• 分子量: 338.45
• InChiKey: PQNVCVFCFBZHRL-CEWLAPEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R)-2-[[(5aS,11bR)-2,3,4,5,6,11b-hexahydro-1H-chromeno[4,3-b]azepin-5a-yl]amino]-2-phenylethanol 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 吡啶 、 甲醇 为溶剂， 生成 N-[(5aS,11bR)-2,3,4,5,6,11b-hexahydro-1H-chromeno[4,3-b]azepin-5a-yl]acetamide
  参考文献：
  名称：

  Synthesis of hexahydrochromeno[4,3-b]azepine derivatives

  摘要：

  Synthesis of optically pure (6aR,11aS)-7,8,9,10,11,11a-hexahydro-5-oxa-11-azacyclohepta[a]naphthalen-6a-ylamine from 2-cyano-6-oxazolopiperidine is described via the CN(R,S) strategy. The lithium aluminium hydride involves a one-pot reduction and a ring-enlargement process. Absolute configuration of the tricyclic derivative is unambiguously established by X-ray crystal structure analyses. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(03)00890-6
• 作为产物：
  描述：

  (-)-2-氰-6-苯基恶唑哌啶 在 六甲基磷酰三胺 、 lithium aluminium tetrahydride 、 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 18.5h， 生成 (2R)-2-[[(5aS,11bR)-2,3,4,5,6,11b-hexahydro-1H-chromeno[4,3-b]azepin-5a-yl]amino]-2-phenylethanol
  参考文献：
  名称：

  Synthesis of hexahydrochromeno[4,3-b]azepine derivatives

  摘要：

  Synthesis of optically pure (6aR,11aS)-7,8,9,10,11,11a-hexahydro-5-oxa-11-azacyclohepta[a]naphthalen-6a-ylamine from 2-cyano-6-oxazolopiperidine is described via the CN(R,S) strategy. The lithium aluminium hydride involves a one-pot reduction and a ring-enlargement process. Absolute configuration of the tricyclic derivative is unambiguously established by X-ray crystal structure analyses. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(03)00890-6

文献信息

• Synthesis of hexahydrochromeno[4,3-b]azepine derivatives
  作者：Grégoire Pavé、Jean-Michel Léger、Christian Jarry、Marie-Claude Viaud-Massuard、Gérald Guillaumet

  DOI：10.1016/s0040-4039(03)00890-6

  日期：2003.5

  Synthesis of optically pure (6aR,11aS)-7,8,9,10,11,11a-hexahydro-5-oxa-11-azacyclohepta[a]naphthalen-6a-ylamine from 2-cyano-6-oxazolopiperidine is described via the CN(R,S) strategy. The lithium aluminium hydride involves a one-pot reduction and a ring-enlargement process. Absolute configuration of the tricyclic derivative is unambiguously established by X-ray crystal structure analyses. (C) 2003 Published by Elsevier Science Ltd.