6-(benzyl carboxylate piperazine-4'-phenyl-3-amino)-5H-naphth[1,8-cd] isothiazol-5-one 1,1-dioxide | 1529793-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-(benzyl carboxylate piperazine-4'-phenyl-3-amino)-5H-naphth[1,8-cd] isothiazol-5-one 1,1-dioxide
• 英文别名: Benzyl 4-[3-[(2,2,7-trioxo-2lambda6-thia-3-azatricyclo[6.3.1.04,12]dodeca-1(11),3,5,8(12),9-pentaen-6-yl)amino]phenyl]piperazine-1-carboxylate；benzyl 4-[3-[(2,2,7-trioxo-2λ6-thia-3-azatricyclo[6.3.1.04,12]dodeca-1(11),3,5,8(12),9-pentaen-6-yl)amino]phenyl]piperazine-1-carboxylate
• CAS: 1529793-08-5
• 化学式: C₂₈H₂₄N₄O₅S
• 分子量: 528.588
• InChiKey: IOTZTQQFVVMJSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  38.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  108.38
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1-萘磺酰胺 在 chromium(VI) oxide 、 copper(II) acetate monohydrate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 0.3h， 生成 6-(benzyl carboxylate piperazine-4'-phenyl-3-amino)-5H-naphth[1,8-cd] isothiazol-5-one 1,1-dioxide
  参考文献：
  名称：

  Regioselective one-pot C–N coupling of substituted naphthoquinones: selective intramolecular ring fusion of sulfonamides

  摘要：

  The first one-pot copper-catalyzed highly regioselective C - N bond formation between aryl/alkyl amines and sulfonamide-substituted naphthoquinones was accomplished. Facile chemoselective routes obtained diverse ring-opening 6-amino/anilino-naphthalen-dione-1-sulfonamides and ring-fused 6-amino/aniline5H-naphth[1,8-cd]isothiazol-5-one,1,1 -dioxides with great functional group tolerance. Regiochemistry was confirmed by 1D- and 2D-NMRs. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.041

文献信息

• Regioselective one-pot C–N coupling of substituted naphthoquinones: selective intramolecular ring fusion of sulfonamides
  作者：Wenying Yu、Chenglong Li

  DOI：10.1016/j.tet.2013.11.041

  日期：2014.1

  The first one-pot copper-catalyzed highly regioselective C - N bond formation between aryl/alkyl amines and sulfonamide-substituted naphthoquinones was accomplished. Facile chemoselective routes obtained diverse ring-opening 6-amino/anilino-naphthalen-dione-1-sulfonamides and ring-fused 6-amino/aniline5H-naphth[1,8-cd]isothiazol-5-one,1,1 -dioxides with great functional group tolerance. Regiochemistry was confirmed by 1D- and 2D-NMRs. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.