1-phenyl-2-methyl-3-ethoxycarbonyl-5-oxybenzindole | 115003-27-5

• 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: 1-phenyl-2-methyl-3-ethoxycarbonyl-5-oxybenzindole
• 英文别名: ethyl 5-hydroxy-2-methyl-1-phenyl-1H-benzo[g]indole-3-carboxylate；1-Phenyl-2-methyl-3-ethoxycarbonyl-5-hydroxy-benzindol；5-hydroxy-2-methyl-1-phenyl-1H-benzo[g]indole-3-carboxylic acid ethyl ester；5-hydroxy-2-methyl-1-phenyl-1H-benz[g]indole-3-carboxylic acid ethyl ester；5-Hydroxy-2-methyl-1-phenyl-1H-benz[g]indol-3-carbonsaeure-aethylester；ethyl 5-hydroxy-2-methyl-1-phenylbenzo[g]indole-3-carboxylate
• CAS: 115003-27-5
• 化学式: C₂₂H₁₉NO₃
• mdl: MFCD00368288
• 分子量: 345.398
• InChiKey: MFIKHLHFDQSQSC-UHFFFAOYSA-N

物化性质

• 熔点：
  227 °C(Solv: 1,4-dioxane (123-91-1))
• 沸点：
  493.3±27.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-2-methyl-3-ethoxycarbonyl-5-oxybenzindole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 溶剂黄146 为溶剂， 生成 1,15-Bis-aethoxycarbonyl-2,14-dimethyl-3,13-diphenyl-dibenzofuro<3.2-e:4.5-e'>diindol
  参考文献：
  名称：

  Grinev,A.N. et al., Journal of general chemistry of the USSR, 1960, vol. 30, p. 3990 - 3994

  摘要：

  DOI：
• 作为产物：
  描述：

  3-phenylaminobut-2-enoic acid ethyl ester 、 1,4-萘醌 在 1,1-二氯乙烷 作用下， 生成 1-phenyl-2-methyl-3-ethoxycarbonyl-5-oxybenzindole
  参考文献：
  名称：

  Grinew et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 2777,2780; engl. Ausg. S. 2742, 2744

  摘要：

  DOI：

文献信息

• Expedient, one-pot preparation of fused indoles via CAN-catalyzed three-component domino sequences and their transformation into polyheterocyclic compounds containing pyrrolo[1,2-a]azepine fragments
  作者：Padmakar A. Suryavanshi、Vellaisamy Sridharan、J. Carlos Menéndez

  DOI：10.1039/c004703a

  日期：——

  The CAN-catalyzed three-component between reaction between primary amines, β-dicarbonyl compounds and naphthoquinones or 2-bromonaphthoquinones afforded, respectively, 5-hydroxybenzo[g]indoles and benzo[f]indole-4,9-diones, the former of which were transformed into tetracyclic azepino[1,2-a]benzo[g]indole systems through a γ-alkylation/ring-closing metathesis sequence.

  这 能够伯胺之间的反应之间催化的三组分， β-二羰基化合物和萘醌或2-溴萘醌分别提供了5-羟基苯并[ g ]吲哚和苯并[ f ]吲哚-4,9-二酮，它们的前者转化为四环氮杂[1,2- a ]苯并[ g ]吲哚 系统通过γ-烷基化/闭环复分解序列。
• Montmorillonite Clay Catalyzed Three Component, One-Pot Synthesis of 5-Hydroxyindole Derivatives
  作者：B.V. Subba Reddy、P. Sivaramakrishna Reddy、Y. Jayasudhan Reddy、N. Bhaskar、B. Chandra Obula Reddy

  DOI：10.5012/bkcs.2013.34.10.2968

  日期：2013.10.20

  A highly efficient and environmentally benign protocol has been developed for the first time to produce a wide range of biologically active 5-hydroxyindole derivatives using montmorillonite KSF clay as a reusable solid acid catalyst. The use of recyclable clay makes this procedure quite simple, more convenient and cost-effective.

  首次开发了一种高效且环境友好的方法，使用蒙脱石KSF粘土作为可重复使用的固体酸催化剂，生产多种生物活性的5-羟基吲哚衍生物。使用可回收的粘土使该过程变得非常简单、方便且具有成本效益。
• Synthesis of benz[g]indole aminomethyl derivatives
  作者：I. N. Nesterova、I. S. Nikolaeva、E. A. Golovanova、A. N. Fomina

  DOI：10.1007/bf00758313

  日期：1989.1
• HECTEPOBA, I. N.;NIKOLAEVA, I. S.;GOLOVANOVA, E. A.;FOMINA, A. N., XIM.-FARMATS. ZH., 23,(1989) N, S. 45-47
  作者：HECTEPOBA, I. N.、NIKOLAEVA, I. S.、GOLOVANOVA, E. A.、FOMINA, A. N.

  DOI：——

  日期：——
• GRINEV, A. N.;MIXAJLOVA, I. N.;NIKOLAEVA, I. S.;GOLOVANOVA, E. A.;POLUXIN+, XIM.-FARMATS. ZH., 1982, 16, N 4, 433-438
  作者：GRINEV, A. N.、MIXAJLOVA, I. N.、NIKOLAEVA, I. S.、GOLOVANOVA, E. A.、POLUXIN+

  DOI：——

  日期：——