(1-Benzyl-1H-tetrazol-5-ylmethyl)-carbamic acid tert-butyl ester | 486402-88-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1-Benzyl-1H-tetrazol-5-ylmethyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(1-benzyltetrazol-5-yl)methyl]carbamate
• CAS: 486402-88-4
• 化学式: C₁₄H₁₉N₅O₂
• 分子量: 289.337
• InChiKey: ISLBRLIXRVFIHC-UHFFFAOYSA-N

物化性质

• 沸点：
  508.5±39.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  81.93
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (1-Benzyl-1H-tetrazol-5-ylmethyl)-carbamic acid tert-butyl ester 以 二氯甲烷 为溶剂， 生成 5-aminomethyl-1-benzyl-tetrazole trifluoroacetate
  参考文献：
  名称：

  Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group

  摘要：

  Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-gamma-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound IC50 of 17.2 muM). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00489-4
• 作为产物：
  描述：

  N-(叔丁氧羰基)-2-氨基乙腈 在 sodium azide 、 氯化铵 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1-Benzyl-1H-tetrazol-5-ylmethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group

  摘要：

  Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-gamma-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound IC50 of 17.2 muM). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00489-4