tert-butyl N-[4-methoxy-2-(4-methylphenyl)sulfinylphenyl]carbamate | 178043-05-5

• 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: tert-butyl N-[4-methoxy-2-(4-methylphenyl)sulfinylphenyl]carbamate
• CAS: 178043-05-5
• 化学式: C₁₉H₂₃NO₄S
• 分子量: 361.462
• InChiKey: LOXUKRIRMPYBOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  83.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[4-methoxy-2-(4-methylphenyl)sulfinylphenyl]carbamate 在 lead(IV) acetate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以54%的产率得到N-(tert-butoxycarbonyl)-3-p-tolylsulfinyl-1-benzoquinone-4-imine
  参考文献：
  名称：

  Synthesis and Diels-Alder reactions of N-(tert-butoxycarbonyl)-3-p-tolylsulfinyl-1-benzoquinone-4-imine

  摘要：

  The title compound was synthesized in 3 steps (regioselective sulfenylation, m-CPBA and Pb(OAc)(4) oxidations) from N-Boc-p-anisidine. Its Diels-Alder reactions with cyclopentadiene took place on the double bonds C-2-C-3 or C-5-C-6 depending upon the experimental conditions with total endo-selectivity and high pi-facial diastereoselectivity. The cycloaddition with trans-piperylene ocurred exclusively on the sulfinylsubstituted dienophilic double bond C-2-C-3. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)00491-1
• 作为产物：
  描述：

  4-甲氧基苯基氨基甲酸叔丁酯 在 叔丁基锂 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 tert-butyl N-[4-methoxy-2-(4-methylphenyl)sulfinylphenyl]carbamate
  参考文献：
  名称：

  Synthesis and Diels-Alder reactions of N-(tert-butoxycarbonyl)-3-p-tolylsulfinyl-1-benzoquinone-4-imine

  摘要：

  The title compound was synthesized in 3 steps (regioselective sulfenylation, m-CPBA and Pb(OAc)(4) oxidations) from N-Boc-p-anisidine. Its Diels-Alder reactions with cyclopentadiene took place on the double bonds C-2-C-3 or C-5-C-6 depending upon the experimental conditions with total endo-selectivity and high pi-facial diastereoselectivity. The cycloaddition with trans-piperylene ocurred exclusively on the sulfinylsubstituted dienophilic double bond C-2-C-3. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)00491-1

文献信息

• Synthesis and Diels-Alder reactions of N-(tert-butoxycarbonyl)-3-p-tolylsulfinyl-1-benzoquinone-4-imine
  作者：JoséM. Bartolomé、M.Carmen Carreño、Antonio Urbano

  DOI：10.1016/0040-4039(96)00491-1

  日期：1996.4

  The title compound was synthesized in 3 steps (regioselective sulfenylation, m-CPBA and Pb(OAc)(4) oxidations) from N-Boc-p-anisidine. Its Diels-Alder reactions with cyclopentadiene took place on the double bonds C-2-C-3 or C-5-C-6 depending upon the experimental conditions with total endo-selectivity and high pi-facial diastereoselectivity. The cycloaddition with trans-piperylene ocurred exclusively on the sulfinylsubstituted dienophilic double bond C-2-C-3. Copyright (C) 1996 Elsevier Science Ltd