methyl 1,5-diacetyl-4-[(β-carbolin-1-yl)methyl]-1,4-dihydropyridine-3-carboxylate | 668987-10-8

• 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 1,5-diacetyl-4-[(β-carbolin-1-yl)methyl]-1,4-dihydropyridine-3-carboxylate
• 英文别名: methyl 1,5-diacetyl-4-(9H-pyrido[3,4-b]indol-1-ylmethyl)-4H-pyridine-3-carboxylate
• CAS: 668987-10-8
• 化学式: C₂₃H₂₁N₃O₄
• 分子量: 403.437
• InChiKey: QVCCXKSYBAGHRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 1,5-diacetyl-4-[(β-carbolin-1-yl)methyl]-1,4-dihydropyridine-3-carboxylate 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 methyl 5-(1'-hydroxyethyl)nicotinate
  参考文献：
  名称：

  Total Synthesis of the Proposed Structures of Indole Alkaloids Lyaline and Lyadine

  摘要：

  The harman-1,4-dihydropyridines 1 and 2, which constitute the originally proposed structures for the indole alkaloids lyaline and lyadine, have been synthesized, and their NMR data have been compared with those available for the natural products. Due to the discrepancies in the spectral data, the structures of lyadine and lyaline should be revised.

  DOI：

  10.1021/jo035507h
• 作为产物：
  描述：

  5-乙酰基烟酸甲酯 以 二氯甲烷 为溶剂， 反应 1.08h， 生成 methyl 1,5-diacetyl-4-[(β-carbolin-1-yl)methyl]-1,4-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  Total Synthesis of the Proposed Structures of Indole Alkaloids Lyaline and Lyadine

  摘要：

  The harman-1,4-dihydropyridines 1 and 2, which constitute the originally proposed structures for the indole alkaloids lyaline and lyadine, have been synthesized, and their NMR data have been compared with those available for the natural products. Due to the discrepancies in the spectral data, the structures of lyadine and lyaline should be revised.

  DOI：

  10.1021/jo035507h