7-Acetyl-2,3,5,6,7,8-hexahydro-6-hydroxy-1,6-di-methyl-8-(5-methylfur-2-yl)-3-thioxoisoquinoline-4-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 7-Acetyl-2,3,5,6,7,8-hexahydro-6-hydroxy-1,6-di-methyl-8-(5-methylfur-2-yl)-3-thioxoisoquinoline-4-carbonitrile
• 英文别名: 7-acetyl-6-hydroxy-1,6-dimethyl-8-(5-methylfuran-2-yl)-3-sulfanylidene-2,5,7,8-tetrahydroisoquinoline-4-carbonitrile
• 化学式: C₁₉H₂₀N₂O₃S
• 分子量: 356.445
• InChiKey: STBRCDCZTLLTEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Acetyl-2,3,5,6,7,8-hexahydro-6-hydroxy-1,6-di-methyl-8-(5-methylfur-2-yl)-3-thioxoisoquinoline-4-carbonitrile 、 碘甲烷 在 potassium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以2.5 g的产率得到7-acetyl-6-hydroxy-1,6-dimethyl-3-(methylsulfanyl)-8-(5-methylfuran-2-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
  参考文献：
  名称：

  Multicomponent synthesis of 3-(alkylsulfanyl)-8-aryl(hetaryl)-7-acetyl-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles

  摘要：

  Multicomponent condensation of 3-aryl(hetaryl)-2,4-diacetyl-5-hydroxy-5-methylcyclohexanones with 2-cyanoethanethioamide and alkylating agents in the presence of morpholine afforded 3-(alkylsulfanyl)-8-aryl(hetaryl)-7-acetyl-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles, 1-[1-amino-6-aryl(hetaryl)-8-hydroxy-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-7-yl]ethanones, and 3,3'-[ethane-1,2-diylbis( sulfanediyl)]bis[7-acetyl-6-hydroxy-1,6-dimethyl-8-(furan-2-yl)-5,6,7,8-tetrahydroisoquinolin-4-carbonitrile].

  DOI：

  10.1134/s1070428015070210
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 2,4-diacetyl-5-hydroxy-5-methyl-3-(5-methylfur-2-yl)cyclohexanone 在 吗啉 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 7-Acetyl-2,3,5,6,7,8-hexahydro-6-hydroxy-1,6-di-methyl-8-(5-methylfur-2-yl)-3-thioxoisoquinoline-4-carbonitrile
  参考文献：
  名称：

  Multicomponent synthesis of 3-(alkylsulfanyl)-8-aryl(hetaryl)-7-acetyl-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles

  摘要：

  Multicomponent condensation of 3-aryl(hetaryl)-2,4-diacetyl-5-hydroxy-5-methylcyclohexanones with 2-cyanoethanethioamide and alkylating agents in the presence of morpholine afforded 3-(alkylsulfanyl)-8-aryl(hetaryl)-7-acetyl-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles, 1-[1-amino-6-aryl(hetaryl)-8-hydroxy-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-7-yl]ethanones, and 3,3'-[ethane-1,2-diylbis( sulfanediyl)]bis[7-acetyl-6-hydroxy-1,6-dimethyl-8-(furan-2-yl)-5,6,7,8-tetrahydroisoquinolin-4-carbonitrile].

  DOI：

  10.1134/s1070428015070210

文献信息

• Synthesis of 7-acetyl-2,3,5,6,7,8-hexahydro-6-hydroxy-1,6-dimethyl-3-thioxo-8-phenyl(heteryl)isoquinoline-4-carbonitriles Based on 2,4-Diacetyl-5-hydroxy-5-methyl-3-phenyl(heteryl)cyclohexanones
  作者：V. D. Dyachenko、S. M. Sukach、A. D. Dyachenko、R. I. Zubatyuk、O. V. Shishkin

  DOI：10.1134/s1070363210100257

  日期：2010.10

  7-Acetyl-2,3,5,6,7,8-hexahydro-6-hydroxy-1,6-dimethyl-3-thioxo-8-phenyl(heteryl)isoquinoline-4-carbonitriles were obtained by reaction of 2,4-diacetyl-5-hydroxy-5-methyl-3-phenyl(heteryl)cyclohexanones with cyanothioacetamide. Structure of 7-acetyl-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-3-methylthio-8-phenylisoquinoline-4-carbonitrile was proved by X-ray diffraction method.
• Multicomponent synthesis of 3-(alkylsulfanyl)-8-aryl(hetaryl)-7-acetyl-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles
  作者：S. M. Sukach、V. D. Dyachenko

  DOI：10.1134/s1070428015070210

  日期：2015.7

  Multicomponent condensation of 3-aryl(hetaryl)-2,4-diacetyl-5-hydroxy-5-methylcyclohexanones with 2-cyanoethanethioamide and alkylating agents in the presence of morpholine afforded 3-(alkylsulfanyl)-8-aryl(hetaryl)-7-acetyl-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitriles, 1-[1-amino-6-aryl(hetaryl)-8-hydroxy-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-7-yl]ethanones, and 3,3'-[ethane-1,2-diylbis( sulfanediyl)]bis[7-acetyl-6-hydroxy-1,6-dimethyl-8-(furan-2-yl)-5,6,7,8-tetrahydroisoquinolin-4-carbonitrile].