p-nitrophenyl {1-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-2-[(tert-butoxy)carbonyl]ethyl}carbamate | 756898-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: p-nitrophenyl {1-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-2-[(tert-butoxy)carbonyl]ethyl}carbamate
• 英文别名: p-nitrophenyl-{1-(9-fluorenylmethoxycarbonylamino)-2-[tert-butoxycarbonyl]methyl}carbamate；tert-butyl (3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-nitrophenoxy)carbonylamino]propanoate
• CAS: 756898-64-3
• 化学式: C₂₉H₂₉N₃O₈
• 分子量: 547.565
• InChiKey: SAFWFZAEMNDSAC-RUZDIDTESA-N

物化性质

• 熔点：
  136 °C
• 沸点：
  726.8±60.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  149
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  L-丝氨酸 、 p-nitrophenyl {1-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-2-[(tert-butoxy)carbonyl]ethyl}carbamate 在 三甲基氯硅烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.42h， 以86%的产率得到
  参考文献：
  名称：

  Patil, Basanagoud S.; Suresh Babu, Vommina V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 8, p. 1721 - 1728

  摘要：

  DOI：
• 作为产物：
  描述：

  Fmoc-Asp(OBu-t)-N3 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 0.58h， 生成 p-nitrophenyl {1-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-2-[(tert-butoxy)carbonyl]ethyl}carbamate
  参考文献：
  名称：

  Synthesis of Peptidyl Ureas Using p‐Nitrophenyl‐(9‐fluorenylmethoxy Carbonylamino)methyl Carbamate Derivatives

  摘要：

  An efficient synthesis of p-nitrophenyl-(9-fluorenylmethoxy, carbonylamino) methyl carbamates using isocyanates derived from Fmoc-amino acid azides and p-nitrophenol in presence of an equimolar quantity of N-ethyldiisopropyl amine is described. All the carbamates have been isolated as crystalline solids and are fully characterized. Further, their utility for the synthesis of dipeptidyl ureas has been demonstrated.

  DOI：

  10.1081/scc-120039483

文献信息

• A facile and one-pot synthesis of Nα-Fmoc/Bsmoc/Boc/Z-protected ureidopeptides and peptidyl ureas employing diphenylphosphoryl azide [DPPA]
  作者：Vommina V. Sureshbabu、G. Chennakrishnareddy、N. Narendra

  DOI：10.1016/j.tetlet.2007.12.060

  日期：2008.2

  Diphenylphosphoryl azide (DPPA) mediated one-pot synthesis of Nα-Fmoc/Bsmoc/Boc/Z-protected ureidopeptides and peptidyl ureas as well as phenyl/succinimidyl (Nα-urethane protected) methyl carbamates starting from Nα-protected amino acids is reported. The formation of an azide, its rearrangement and coupling with an amino component is accomplished in a sequence of one-pot operations. The protocol has

  的二苯基磷（DPPA）介导的一锅合成Ñ α -Fmoc / Bsmoc /的Boc / Z-保护ureidopeptides和肽基脲以及苯基/琥珀酰亚胺（Ñ α选自N开始-urethane保护）甲基氨基甲酸酯α -保护氨基酸被报道。叠氮化物的形成，其重排和与氨基组分的偶联是通过一系列的一锅操作完成的。该方案已将尿素键结合在位阻肽中。
• Patil, Basanagoud S.; Suresh Babu, Vommina V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 8, p. 1721 - 1728
  作者：Patil, Basanagoud S.、Suresh Babu, Vommina V.

  DOI：——

  日期：——
• Synthesis of Peptidyl Ureas Using <i>p</i>‐Nitrophenyl‐(9‐fluorenylmethoxy Carbonylamino)methyl Carbamate Derivatives
  作者：Basanagoud S. Patil、Ganga‐Ramu Vasanthakumar、Vommina V. Suresh Babu

  DOI：10.1081/scc-120039483

  日期：2004.1.1

  An efficient synthesis of p-nitrophenyl-(9-fluorenylmethoxy, carbonylamino) methyl carbamates using isocyanates derived from Fmoc-amino acid azides and p-nitrophenol in presence of an equimolar quantity of N-ethyldiisopropyl amine is described. All the carbamates have been isolated as crystalline solids and are fully characterized. Further, their utility for the synthesis of dipeptidyl ureas has been demonstrated.