tert-butyl 4-(1-{[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-methyl}-1H-tetrazol-5-yl)piperazine-1-carboxylate | 1353642-09-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(1-{[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-methyl}-1H-tetrazol-5-yl)piperazine-1-carboxylate
• 英文别名: tert-butyl 4-[1-[[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]methyl]tetrazol-5-yl]piperazine-1-carboxylate
• CAS: 1353642-09-7
• 化学式: C₂₀H₃₅N₇O₄
• 分子量: 437.542
• InChiKey: HUQQOJPSKBWXIJ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate 在 sodium azide 、 甲基氯化镁 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.0h， 生成 tert-butyl 4-(1-{[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-methyl}-1H-tetrazol-5-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  1-Alkyl-5-((di)alkylamino) Tetrazoles: Building Blocks for Peptide Surrogates

  摘要：

  An approach to the synthesis of 1-alkyl-5-((di)allcylamino)tetrazoles by nucleophilic substitution in 1-alkyl-5-sulfonyl-tetrazoles with anions generated from the primary secondary amines was developed. Tolerance of the method to the presence of some functional groups (i.e., protected amine) in both components of the reaction was demonstrated. Obtained tetrazoles are promising building blocks for the design of peptide surrogates, in particular, for replacement approaches of alkyl urea derivatives.

  DOI：

  10.1021/jo2022235

文献信息

• 1-Alkyl-5-((di)alkylamino) Tetrazoles: Building Blocks for Peptide Surrogates
  作者：Andriy V. Tymtsunik、Vitaliy A. Bilenko、Serhiy O. Kokhan、Oleksandr O. Grygorenko、Dmitriy M. Volochnyuk、Igor V. Komarov

  DOI：10.1021/jo2022235

  日期：2012.1.20

  An approach to the synthesis of 1-alkyl-5-((di)allcylamino)tetrazoles by nucleophilic substitution in 1-alkyl-5-sulfonyl-tetrazoles with anions generated from the primary secondary amines was developed. Tolerance of the method to the presence of some functional groups (i.e., protected amine) in both components of the reaction was demonstrated. Obtained tetrazoles are promising building blocks for the design of peptide surrogates, in particular, for replacement approaches of alkyl urea derivatives.