(S)-2-[(S)-2-Benzyloxycarbonylamino-4-(4-nitro-phenoxycarbonyl)-butyrylamino]-pentanedioic acid 1-benzyl ester 5-(4-nitro-phenyl) ester | 31059-80-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-[(S)-2-Benzyloxycarbonylamino-4-(4-nitro-phenoxycarbonyl)-butyrylamino]-pentanedioic acid 1-benzyl ester 5-(4-nitro-phenyl) ester
• CAS: 31059-80-0
• 化学式: C₃₇H₃₄N₄O₁₃
• 分子量: 742.696
• InChiKey: AASHYHSZVSKWGJ-ACHIHNKUSA-N

反应信息

• 作为反应物：
  描述：

  (S)-2-[(S)-2-Benzyloxycarbonylamino-4-(4-nitro-phenoxycarbonyl)-butyrylamino]-pentanedioic acid 1-benzyl ester 5-(4-nitro-phenyl) ester 、 N,N-二甲基乙二胺 以 乙酸乙酯 为溶剂， 反应 2.0h， 以98%的产率得到(S)-2-[(S)-2-Benzyloxycarbonylamino-4-(2-dimethylamino-ethylcarbamoyl)-butyrylamino]-4-(2-dimethylamino-ethylcarbamoyl)-butyric acid benzyl ester
  参考文献：
  名称：

  Efficient, Optimized Applications ofp-Nitrophenyl Active Ester Temporarily Protecting Groups Together with Simultaneous Activation in Synthesis of Special Glu and Lys Peptides

  摘要：

  AbstractBenzyloxycarbonyl‐glutamylpeptide p‐nitrophenylesters were prepared from protected amino acids, e.g.: p‐nitrophenyl‐glutamate as carboxyl component and aminoacid or peptide p‐nitrophenylesters as amino components by different kinds of peptide coupling methods. Mixed carbonic anhydride and azide methods gave good results. The p‐nitrophenylesters existed as temporary protecting groups, so the peptide couplings proceeded together with simultaneous activation. The conditions and applications of the procedure are discussed. The peptides having one or more active ester groups were used to form amides by their aminolysis with derivatives of ethylamine or were polycondensated (after deprotection) to obtain polypeptides.

  DOI：

  10.1002/jccs.199700079
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 (S)-2-[(S)-2-Benzyloxycarbonylamino-4-(4-nitro-phenoxycarbonyl)-butyrylamino]-pentanedioic acid 1-benzyl ester 5-(4-nitro-phenyl) ester
  参考文献：
  名称：

  Efficient, Optimized Applications ofp-Nitrophenyl Active Ester Temporarily Protecting Groups Together with Simultaneous Activation in Synthesis of Special Glu and Lys Peptides

  摘要：

  AbstractBenzyloxycarbonyl‐glutamylpeptide p‐nitrophenylesters were prepared from protected amino acids, e.g.: p‐nitrophenyl‐glutamate as carboxyl component and aminoacid or peptide p‐nitrophenylesters as amino components by different kinds of peptide coupling methods. Mixed carbonic anhydride and azide methods gave good results. The p‐nitrophenylesters existed as temporary protecting groups, so the peptide couplings proceeded together with simultaneous activation. The conditions and applications of the procedure are discussed. The peptides having one or more active ester groups were used to form amides by their aminolysis with derivatives of ethylamine or were polycondensated (after deprotection) to obtain polypeptides.

  DOI：

  10.1002/jccs.199700079