(S)-2-(Benzyl-hydrazonomethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | 156574-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-2-(Benzyl-hydrazonomethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2S)-2-[(E)-(benzylhydrazinylidene)methyl]pyrrolidine-1-carboxylate
• CAS: 156574-94-6
• 化学式: C₁₇H₂₅N₃O₂
• 分子量: 303.404
• InChiKey: NVEYTTNPVXAKCT-SJPXOZHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-(Benzyl-hydrazonomethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 、 异氰酸异丙酯 以 四氢呋喃 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  The semicarbazone peptidomimetic group in imino aza peptides

  摘要：

  The semicarbazone moiety (C-CH=N-NR-CO-NH-C), either obtained by coupling a peptide aldehyde with a semicarbazide, or by action of an alkylisocyanate on a peptide hydrazone, is a dipeptide isostere. The structure of four imino aza dipeptides, analogues of the Pro-Gly, Pro-Ala and Pro-Phe dipeptides, has been studied in solution by H-1-NMR and IR spectroscopy, and in the solid state by X-ray diffraction.

  DOI：

  10.1016/s0040-4039(00)73078-4
• 作为产物：
  描述：

  (S)-(S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic (isobutyl carbonic) anhydride 在 N-甲基吗啉 、 lithium aluminium tetrahydride 、 sodium acetate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (S)-2-(Benzyl-hydrazonomethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  The semicarbazone peptidomimetic group in imino aza peptides

  摘要：

  The semicarbazone moiety (C-CH=N-NR-CO-NH-C), either obtained by coupling a peptide aldehyde with a semicarbazide, or by action of an alkylisocyanate on a peptide hydrazone, is a dipeptide isostere. The structure of four imino aza dipeptides, analogues of the Pro-Gly, Pro-Ala and Pro-Phe dipeptides, has been studied in solution by H-1-NMR and IR spectroscopy, and in the solid state by X-ray diffraction.

  DOI：

  10.1016/s0040-4039(00)73078-4