5-(tert-Butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonylamino)-benzoic acid methyl ester | 409093-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(tert-Butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonylamino)-benzoic acid methyl ester
• 英文别名: Methyl 5-[tert-butyl(dimethyl)silyl]oxy-2-[(4-methylphenyl)sulfonylamino]benzoate
• CAS: 409093-32-9
• 化学式: C₂₁H₂₉NO₅SSi
• 分子量: 435.616
• InChiKey: BYOAOIXBHSSORD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(tert-Butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonylamino)-benzoic acid methyl ester 在 咪唑 、 重铬酸吡啶 、 锂硼氢 、 碘 、 二异丁基氢化铝 、 锌 作用下， 以 乙醚 、 二氯甲烷 、 苯 为溶剂， 生成 N-{4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-pent-3-enyl]-phenyl}-4-methyl-benzenesulfonamide
  参考文献：
  名称：

  Asymmetric Synthesis of Tetrahydroquinoline Derivative, a Building Block of Martinellines, via Intramolecular Allylic Amination Using 9-PBN

  摘要：

  A tetrahydroquinoline derivative, a core structure of martinellines, was prepared through intramolecular allylic amination of the racemic precursor with a stereogenic center using 9-PBN and palladium. The reaction proceeded in a reagent-controlled manner based on the chiral phosphine to give two diastereomeric products with moderate enantioselectivities.

  DOI：

  10.3987/com-01-s(k)46
• 作为产物：
  描述：

  2-氨基-5-羟基苯甲酸甲基 在 吡啶 、 咪唑 作用下， 反应 5.0h， 生成 5-(tert-Butyl-dimethyl-silanyloxy)-2-(toluene-4-sulfonylamino)-benzoic acid methyl ester
  参考文献：
  名称：

  Synthetic studies on bradykinin antagonist martinellines: construction of a pyrrolo[3,2-c]quinoline skeleton using silicon-tether RCM reaction and allylic amination

  摘要：

  The pyrrolo[3,2-c]quinoline consisting of a core structure of martinellines, the first naturally occurring heterocycle, was prepared through silicon-tether ring-closing metathesis reaction and intramolecular allylic amination as key steps. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.014

文献信息

• Synthetic studies on bradykinin antagonist martinellines: construction of a pyrrolo[3,2-c]quinoline skeleton using silicon-tether RCM reaction and allylic amination
  作者：Osamu Hara、Kazuhiko Sugimoto、Yasumasa Hamada

  DOI：10.1016/j.tet.2004.08.014

  日期：2004.10

  The pyrrolo[3,2-c]quinoline consisting of a core structure of martinellines, the first naturally occurring heterocycle, was prepared through silicon-tether ring-closing metathesis reaction and intramolecular allylic amination as key steps. (C) 2004 Elsevier Ltd. All rights reserved.
• Asymmetric Synthesis of Tetrahydroquinoline Derivative, a Building Block of Martinellines, via Intramolecular Allylic Amination Using 9-PBN
  作者：Yasumasa Hamada、Iyo Kunimune、Osamu Hara

  DOI：10.3987/com-01-s(k)46

  日期：——

  A tetrahydroquinoline derivative, a core structure of martinellines, was prepared through intramolecular allylic amination of the racemic precursor with a stereogenic center using 9-PBN and palladium. The reaction proceeded in a reagent-controlled manner based on the chiral phosphine to give two diastereomeric products with moderate enantioselectivities.