{2-[1-(2,6-dimethylphenyl)-1H-terazole-5-yl]-2-hydroxyethyl}carbamic acid tert-butyl ester | 489459-39-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: {2-[1-(2,6-dimethylphenyl)-1H-terazole-5-yl]-2-hydroxyethyl}carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[1-(2,6-dimethylphenyl)tetrazol-5-yl]-2-hydroxyethyl]carbamate
• CAS: 489459-39-4
• 化学式: C₁₆H₂₃N₅O₃
• 分子量: 333.39
• InChiKey: NYOLDNTXQRZUFE-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {2-[1-(2,6-dimethylphenyl)-1H-terazole-5-yl]-2-hydroxyethyl}carbamic acid tert-butyl ester 在 macroporous polystyrene-bound carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 32.08h， 生成 quinoline-3-carboxylic acid {2-[1-(2,6-dimethyl-phenyl)-1H-tetrazol-5-yl]-2-hydroxy-ethyl}-amide
  参考文献：
  名称：

  Rapid generation of cis-constrained norstatine analogs using a TMSN3-modified Passerini MCC/N-capping strategy

  摘要：

  A novel application of the TMSN3-modified Passerini three-component reaction is disclosed for the rapid solution phase synthesis of cis constrained norstatine mimetic libraries. The reaction of an N-BOC-alpha-amino aldehyde, an isocyanide and trimethylsilylazide in dichloromethane, followed by deprotection and N-capping with TFP esters affords cis constrained norstatine mimetics. This efficient protocol, producing products with three diversity points, can be used to generate arrays of biologically relevant small molecules for protease targeted screening. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01505-8
• 作为产物：
  描述：

  2,6-二甲基苯基异腈 在 四丁基氟化铵 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 {2-[1-(2,6-dimethylphenyl)-1H-terazole-5-yl]-2-hydroxyethyl}carbamic acid tert-butyl ester
  参考文献：
  名称：

  Rapid generation of cis-constrained norstatine analogs using a TMSN3-modified Passerini MCC/N-capping strategy

  摘要：

  A novel application of the TMSN3-modified Passerini three-component reaction is disclosed for the rapid solution phase synthesis of cis constrained norstatine mimetic libraries. The reaction of an N-BOC-alpha-amino aldehyde, an isocyanide and trimethylsilylazide in dichloromethane, followed by deprotection and N-capping with TFP esters affords cis constrained norstatine mimetics. This efficient protocol, producing products with three diversity points, can be used to generate arrays of biologically relevant small molecules for protease targeted screening. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01505-8

文献信息

• Schremmer, Eva S.; Wanner, Klaus T., Heterocycles, 2007, vol. 74, # C, p. 661 - 671
  作者：Schremmer, Eva S.、Wanner, Klaus T.

  DOI：——

  日期：——
• Rapid generation of cis-constrained norstatine analogs using a TMSN3-modified Passerini MCC/N-capping strategy
  作者：Thomas Nixey、Christopher Hulme

  DOI：10.1016/s0040-4039(02)01505-8

  日期：2002.9

  A novel application of the TMSN3-modified Passerini three-component reaction is disclosed for the rapid solution phase synthesis of cis constrained norstatine mimetic libraries. The reaction of an N-BOC-alpha-amino aldehyde, an isocyanide and trimethylsilylazide in dichloromethane, followed by deprotection and N-capping with TFP esters affords cis constrained norstatine mimetics. This efficient protocol, producing products with three diversity points, can be used to generate arrays of biologically relevant small molecules for protease targeted screening. (C) 2002 Elsevier Science Ltd. All rights reserved.