(3aS)-2-benzyl-10,10-dimethyl-4,9-dihydro-3aH-imidazo[1,5-b]-carboline-1,3-quinone | 450369-42-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (3aS)-2-benzyl-10,10-dimethyl-4,9-dihydro-3aH-imidazo[1,5-b]-carboline-1,3-quinone
• 英文别名: (15S)-13-benzyl-10,10-dimethyl-8,11,13-triazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6-tetraene-12,14-dione
• CAS: 450369-42-3
• 化学式: C₂₂H₂₁N₃O₂
• 分子量: 359.428
• InChiKey: YWVZSRSKYWCHBZ-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  以 水 、 异丙醇 为溶剂， 80.0 ℃ 、200.0 kPa 条件下， 以82%的产率得到(3aS)-2-benzyl-10,10-dimethyl-4,9-dihydro-3aH-imidazo[1,5-b]-carboline-1,3-quinone
  参考文献：
  名称：

  Straightforward Synthesis of the Near-Infrared Fluorescent Voltage-Sensitive Dye RH1691 and Analogues Thereof

  摘要：

  A highly straightforward synthesis of the near-infrared voltage-sensitive dye RH1691 is reported featuring two sequential anionic additions of C-nucleophilic heterocycles on a cyanine. This convergent approach led to the synthesis of four new probes, which also exhibit fluorescence in the near-infrared region.

  DOI：

  10.1021/ol901846g

文献信息

• Traceless Synthesis of Hydantoin Fused Tetrahydro-β-carboline on Ionic Liquid Support in Green Media
  作者：Barnali Maiti、Kaushik Chanda、Chung-Ming Sun

  DOI：10.1021/ol901857h

  日期：2009.11.5

  A novel ionic liquid (IL) supported, green synthetic protocol has been developed toward the synthesis of oxo and thio hydantoin analogues tethered with tetrahydro-beta-carboline by the use of focused microwave irradiation. IL-bound tryptophan underwent a Pictet-Spengler reaction with various carbonyl compounds to generate the IL-immobilized tetrahydro-beta-carbolines in aqueous isopropanol media. Subsequent reaction of substituted tetra hydro-beta-carboline derivatives with various isocyanates and isothiocyanate provided a three-dimensional combinatorial library in a traceless fashion.