2-甲基-2-丙基(2E)-2-亚丙基肼羧酸酯 | 112383-12-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-甲基-2-丙基(2E)-2-亚丙基肼羧酸酯
• 英文名称: 1-tert-butoxycarbonyl-2-propylidenehydrazine
• 英文别名: tert-butyl N-(propylideneamino)carbamate
• CAS: 112383-12-7
• 化学式: C₈H₁₆N₂O₂
• 分子量: 172.227
• InChiKey: JHDCIXUJMZHBKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基-2-丙基(2E)-2-亚丙基肼羧酸酯 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 2-甲基-2-丙基2-丙基肼羧酸酯
  参考文献：
  名称：

  Potent aza-peptide derived inhibitors of HCV NS3 protease

  摘要：

  Chronic hepatitis C infection is the primary cause for cirrhosis of the liver and hepatocellular carcinoma leading to liver failure and transplantation. The etiological agent hepatitis C virus produces a single positive strand RNA that is processed further with the help of NS3 serine protease to produce mature virus. Inhibition of this protease can potentially be used to develop drugs for HCV infections. Boceprevir is a ketoamide derived novel inhibitor of HCV NS3 protease that has been progressed to clinical trials and proven to be efficacious in humans. Herein, we report our efforts in identifying an aza-peptide derivative as a potential second generation compound, that lacks electrophilic ketoamide group and are potent in enzyme and replicon assay. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.06.060
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 丙醛 以 正己烷 为溶剂， 以87%的产率得到2-甲基-2-丙基(2E)-2-亚丙基肼羧酸酯
  参考文献：
  名称：

  Catalytic hydrophosphorylation of alkyl- and acylhydrazones

  摘要：

  首次通过在水相中使用[四(叔丁基)酞菁]铝氯化物作为催化剂，对脂肪族和芳香族醛、杂环和脂肪族酮的适当酲进行亲磷反应，得到了N-Boc-和N-酰基肼基膦酸盐。

  DOI：

  10.1007/s11172-010-0095-2

文献信息

• Dutta, Anand S.; Giles, Michael, B.; Gormley, James J., Journal of the Chemical Society. Perkin transactions I, 1987, p. 111 - 120
  作者：Dutta, Anand S.、Giles, Michael, B.、Gormley, James J.、Williams, Joseph C.、Kusner, Edward J.

  DOI：——

  日期：——
• Catalytic hydrophosphorylation of alkyl- and acylhydrazones
  作者：E. D. Matveeva、T. A. Podrugina、I. N. Kolesnikova、M. V. Prisyazhnoi、G. G. Karateev、N. S. Zefirov

  DOI：10.1007/s11172-010-0095-2

  日期：2010.2

  N-Boc- and N-acylhydrazino phosphonates were obtained for the first time by hydrophosphorylation of the appropriate hydrazones of aliphatic and aromatic aldehydes and heterocyclic and aliphatic ketones in the presence of [tetra(tert-butyl)phthalocyanine]aluminum chloride as a catalyst.

  首次通过在水相中使用[四(叔丁基)酞菁]铝氯化物作为催化剂，对脂肪族和芳香族醛、杂环和脂肪族酮的适当酲进行亲磷反应，得到了N-Boc-和N-酰基肼基膦酸盐。
• Potent aza-peptide derived inhibitors of HCV NS3 protease
  作者：Srikanth Venkatraman、Wanli Wu、Neng-Yang Shih、F. George Njoroge

  DOI：10.1016/j.bmcl.2009.06.060

  日期：2009.8

  Chronic hepatitis C infection is the primary cause for cirrhosis of the liver and hepatocellular carcinoma leading to liver failure and transplantation. The etiological agent hepatitis C virus produces a single positive strand RNA that is processed further with the help of NS3 serine protease to produce mature virus. Inhibition of this protease can potentially be used to develop drugs for HCV infections. Boceprevir is a ketoamide derived novel inhibitor of HCV NS3 protease that has been progressed to clinical trials and proven to be efficacious in humans. Herein, we report our efforts in identifying an aza-peptide derivative as a potential second generation compound, that lacks electrophilic ketoamide group and are potent in enzyme and replicon assay. (C) 2009 Published by Elsevier Ltd.