methyl 1-(Hydroxymethyl)-9-prop-2-ynyl-9H-β-carboline-3-carboxylate | 1215101-95-3

• 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: methyl 1-(Hydroxymethyl)-9-prop-2-ynyl-9H-β-carboline-3-carboxylate
• 英文别名: Methyl 1-(hydroxymethyl)-9-prop-2-ynylpyrido[3,4-b]indole-3-carboxylate
• CAS: 1215101-95-3
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: HGUYILQOYGNXLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 1-(Hydroxymethyl)-9-prop-2-ynyl-9H-β-carboline-3-carboxylate 在 potassium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 6-methyl-4H-5-oxa-3,7a-diazacyclohepta[Jk]fluorene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of β-carboline-fused 1,4-oxazepines and their assessment as antiplasmodial agents

  摘要：

  The synthesis of beta-carboline-fused 1,4-oxazepines via base-promoted intramolecular hydroalkoxylation of appropriately substituted beta-carboline-based primary and secondary alcohols and their bioevaluation as antiplasmodial agents is reported. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2017.08.003
• 作为产物：
  描述：

  1-甲酰基-9H-吡啶并[3,4-B]吲哚-3-羧酸甲酯 在 sodium tetrahydroborate 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 methyl 1-(Hydroxymethyl)-9-prop-2-ynyl-9H-β-carboline-3-carboxylate
  参考文献：
  名称：

  Synthesis of β-carboline-fused 1,4-oxazepines and their assessment as antiplasmodial agents

  摘要：

  The synthesis of beta-carboline-fused 1,4-oxazepines via base-promoted intramolecular hydroalkoxylation of appropriately substituted beta-carboline-based primary and secondary alcohols and their bioevaluation as antiplasmodial agents is reported. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2017.08.003

文献信息

• Versatility of Substituted 1-Formyl-9<i>H</i>-β-carbolines for the Synthesis of New Fused β-Carbolines via Intramolecular 1,3-Dipolar Cycloaddition
  作者：Virender Singh、Samiran Hutait、Subhasish Biswas、Sanjay Batra

  DOI：10.1002/ejoc.200901166

  日期：2010.1

  Substituted 1-formyl-9H-β-carbolines are demonstrated to be viable precursors for the synthesis of a library of new β-carboline-based polycyclic systems via 1,3-dipolar cycloaddition strategy.

  取代的 1-甲酰基-9H-β-咔啉被证明是通过 1,3-偶极环加成策略合成新的基于 β-咔啉的多环系统库的可行前体。
• Synthesis of β-carboline-fused 1,4-oxazepines and their assessment as antiplasmodial agents
  作者：Veena D. Yadav、Kumkum Srivastava、Renu Tripathi、Sanjay Batra

  DOI：10.1016/j.tet.2017.08.003

  日期：2017.9

  The synthesis of beta-carboline-fused 1,4-oxazepines via base-promoted intramolecular hydroalkoxylation of appropriately substituted beta-carboline-based primary and secondary alcohols and their bioevaluation as antiplasmodial agents is reported. (C) 2017 Elsevier Ltd. All rights reserved.