Cbz-alanylglycylglycine ethyl ester | 3057-63-4

• 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: Cbz-alanylglycylglycine ethyl ester
• 英文别名: Z-Ala-Gly-Gly-OEt；N-[N-(N-benzyloxycarbonyl-L-alanyl)-glycyl]-glycine ethyl ester；N-[N-(N-Benzyloxycarbonyl-L-alanyl)-glycyl]-glycin-aethylester；Z-L-Ala-Gly-Gly-OC2H5；Z-Ala-Gly-Gly-O-C2H5；ethyl 2-[[2-[[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetyl]amino]acetate
• CAS: 3057-63-4
• 化学式: C₁₇H₂₃N₃O₆
• 分子量: 365.386
• InChiKey: KWDMCDHDYAQNAW-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Cbz-alanylglycylglycine ethyl ester 在 对甲苯磺酸 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 17.33h， 生成 1-(Cbz-alanylglycylglycyl)-3,5-dimethylpyrazole
  参考文献：
  名称：

  New System for Peptide Synthesis Using N-Acylpyrazoles

  摘要：

  New system of peptide synthesis was described. The extension of one amino acid unit on the peptide chain was constituted from only 2 reaction steps, the conversion from esters to the corresponding N-acylpyrazoles and the subsequent aminolysis with amino esters. This new system was distinctive from the conventional peptide synthesis, which was consisted of 3 steps of the deprotection, the activation and the condensation. Moreover, the key intermediate N-acylpyrazoles exhibited the excellent properties of high sensitivity and separability for the chiral column on HPLC using the UV detector.

  DOI：

  10.3987/com-99-s51
• 作为产物：
  描述：

  ethyl ((benzyloxy)carbonyl)-L-alaninate 在 对甲苯磺酸 、 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 37.32h， 生成 Cbz-alanylglycylglycine ethyl ester
  参考文献：
  名称：

  New System for Peptide Synthesis Using N-Acylpyrazoles

  摘要：

  New system of peptide synthesis was described. The extension of one amino acid unit on the peptide chain was constituted from only 2 reaction steps, the conversion from esters to the corresponding N-acylpyrazoles and the subsequent aminolysis with amino esters. This new system was distinctive from the conventional peptide synthesis, which was consisted of 3 steps of the deprotection, the activation and the condensation. Moreover, the key intermediate N-acylpyrazoles exhibited the excellent properties of high sensitivity and separability for the chiral column on HPLC using the UV detector.

  DOI：

  10.3987/com-99-s51

文献信息

• Panneman et al., Recueil des Travaux Chimiques des Pays-Bas, 1959, vol. 78, p. 487,499
  作者：Panneman et al.

  DOI：——

  日期：——
• New System for Peptide Synthesis Using N-Acylpyrazoles
  作者：Choji Kashima、Shiro Tsuruoka、Saori Mizuhara

  DOI：10.3987/com-99-s51

  日期：——

  New system of peptide synthesis was described. The extension of one amino acid unit on the peptide chain was constituted from only 2 reaction steps, the conversion from esters to the corresponding N-acylpyrazoles and the subsequent aminolysis with amino esters. This new system was distinctive from the conventional peptide synthesis, which was consisted of 3 steps of the deprotection, the activation and the condensation. Moreover, the key intermediate N-acylpyrazoles exhibited the excellent properties of high sensitivity and separability for the chiral column on HPLC using the UV detector.

表征谱图