tert-butyl (6-(5-(4-((tert-butoxycarbonyl)amino)phenyl)-2H-tetrazol-2-yl)naphthalen-2-yl)carbamate | 1333317-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl (6-(5-(4-((tert-butoxycarbonyl)amino)phenyl)-2H-tetrazol-2-yl)naphthalen-2-yl)carbamate
• CAS: 1333317-76-2
• 化学式: C₂₇H₃₀N₆O₄
• 分子量: 502.573
• InChiKey: STPHKQKPJYHITQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  37.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  120.26
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (6-(5-(4-((tert-butoxycarbonyl)amino)phenyl)-2H-tetrazol-2-yl)naphthalen-2-yl)carbamate 、 甲基丙烯酸甲酯 以 乙腈 为溶剂， 反应 2.0h， 以89.1%的产率得到methyl 1-(6-((tert-butoxycarbonyl)amino)naphthalen-2-yl)-3-(4-((tert-butoxycarbonyl)amino)phenyl)-5-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via ‘scaffold hopping’

  摘要：

  We report the discovery of two long-wavelength (365 nm) photoactivatable diaryltetrazoles through screening a small library of diaryltetrazoles that were designed using a 'scaffold hopping' strategy. A naphthalene-derived tetrazole showed excellent reactivity in the photoinduced cycloaddition reaction with methyl methacrylate under 365 nm photoirradiation in acetonitrile PBS buffer mixture. Besides, the brightly fluorescent pyrazoline cycloadducts that were formed further increase the potential utility of these new diaryltetrazoles as 'photoclick' reagents and as reporters in biological studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.087
• 作为产物：
  描述：

  (E)-methyl 4-((2-(phenylsulfonyl)hydrazono)methyl)benzoate 在 吡啶 、 lithium hydroxide monohydrate 、 叠氮磷酸二苯酯 、 水 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 tert-butyl (6-(5-(4-((tert-butoxycarbonyl)amino)phenyl)-2H-tetrazol-2-yl)naphthalen-2-yl)carbamate
  参考文献：
  名称：

  Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via ‘scaffold hopping’

  摘要：

  We report the discovery of two long-wavelength (365 nm) photoactivatable diaryltetrazoles through screening a small library of diaryltetrazoles that were designed using a 'scaffold hopping' strategy. A naphthalene-derived tetrazole showed excellent reactivity in the photoinduced cycloaddition reaction with methyl methacrylate under 365 nm photoirradiation in acetonitrile PBS buffer mixture. Besides, the brightly fluorescent pyrazoline cycloadducts that were formed further increase the potential utility of these new diaryltetrazoles as 'photoclick' reagents and as reporters in biological studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.087