2-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)phenol | 1160281-16-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 2-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)phenol
• CAS: 1160281-16-2
• 化学式: C₁₇H₁₄N₂O
• 分子量: 262.311
• InChiKey: DTPDAJQZJKLXCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)phenol 在 果糖 、 水 作用下， 以 乙醇 为溶剂， 以48%的产率得到(R)-1-(2-hydroxyphenyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole
  参考文献：
  名称：

  Bioreduction of β-carboline imines to amines employing Saccharomyces bayanus

  摘要：

  beta-Carboline imine reductions mediated by Saccharomyces bayanus have been described achieving moderate to good enantiomeric excesses of the amine products. The enantiomeric excesses of the bioreduction showed a dependence on the imine substituents. Compounds presenting C-1-C-11 aliphatic substituent groups afforded amines with an (S)-configuration, whereas C-15 and higher aliphatic, and aromatic substituted B-carboline imines achieved inversion of the configuration in the final (R)-2 amine products. Based on this data, a model for the Saccharomyces reduction is proposed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.036
• 作为产物：
  描述：

  2-羟基-N-[2-(1H-吲哚-3-基)乙基]苯甲酰胺 生成 2-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)phenol
  参考文献：
  名称：

  Bioreduction of β-carboline imines to amines employing Saccharomyces bayanus

  摘要：

  beta-Carboline imine reductions mediated by Saccharomyces bayanus have been described achieving moderate to good enantiomeric excesses of the amine products. The enantiomeric excesses of the bioreduction showed a dependence on the imine substituents. Compounds presenting C-1-C-11 aliphatic substituent groups afforded amines with an (S)-configuration, whereas C-15 and higher aliphatic, and aromatic substituted B-carboline imines achieved inversion of the configuration in the final (R)-2 amine products. Based on this data, a model for the Saccharomyces reduction is proposed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.036