1-(3'-Pyridyl)-3,4-dihydro-β-karbolin | 110187-44-5

• 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: 1-(3'-Pyridyl)-3,4-dihydro-β-karbolin
• 英文别名: 1-pyridin-3-yl-4,9-dihydro-3H-β-carboline；3H-Pyrido(3,4-b)indole, 4,9-dihydro-1-(3-pyridinyl)-；1-pyridin-3-yl-4,9-dihydro-3H-pyrido[3,4-b]indole
• CAS: 110187-44-5
• 化学式: C₁₆H₁₃N₃
• 分子量: 247.299
• InChiKey: RCSDHCWNKPHKCC-UHFFFAOYSA-N

物化性质

• 沸点：
  458.9±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 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：
  41
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3'-Pyridyl)-3,4-dihydro-β-karbolin 在 果糖 、 水 作用下， 以 乙醇 为溶剂， 生成 (R)-1-nicotinic-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole 、 (S)-1-nicotinic-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：

  尼可曲朵 生成 1-(3'-Pyridyl)-3,4-dihydro-β-karbolin
  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

文献信息

• Mokrosz, M.J.; Paluchowska, M.H.; Misztal, S., Polish Journal of Chemistry, 1995, vol. 69, # 2, p. 264 - 268
  作者：Mokrosz, M.J.、Paluchowska, M.H.、Misztal, S.

  DOI：——

  日期：——
• MISZTAL, S.;CEGLA, M., SYNTHESIS, BRD, 1985, N 12, 1134-1135
  作者：MISZTAL, S.、CEGLA, M.

  DOI：——

  日期：——