di-tert-butyl 1-propylhydrazine-1,2-dicarboxylate | 1187880-49-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: di-tert-butyl 1-propylhydrazine-1,2-dicarboxylate
• CAS: 1187880-49-4
• 化学式: C₁₃H₂₆N₂O₄
• 分子量: 274.36
• InChiKey: IPPRRXZWZOIPPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 1-propylhydrazine-1,2-dicarboxylate 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 tert-butyl 1-propylhydrazine-1-carboxylate hydrochloride
  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：

  2-甲基-2-丙基2-丙基肼羧酸酯 、 叔-丁基氯甲酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 di-tert-butyl 1-propylhydrazine-1,2-dicarboxylate
  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

文献信息

• Selective functionalization of methane, ethane, and higher alkanes by cerium photocatalysis
  作者：Anhua Hu、Jing-Jing Guo、Hui Pan、Zhiwei Zuo

  DOI：10.1126/science.aat9750

  日期：2018.8.17

  light to photolytically cleave cerium alkoxide bonds, producing alkoxy radicals that strip H atoms from the hydrocarbons and regenerate the alcohol. The resultant alkyl radicals readily add to azo compounds, olefins, and aromatics. Science, this issue p. 668; see also p. 647 Photolysis of cerium alkoxides forms alkoxy radicals that strip H atoms from hydrocarbons to produce reactive alkyl radicals. With

  彻底转变轻烃 天然气中的甲烷、乙烷和丙烷在环境条件下大多呈惰性。它们主要被燃烧以产生热量。胡等人。表明与醇配对的简单铈盐可以在室温下将这些和其他简单的碳氢化合物催化转化为反应性自由基（参见 Kanai 的观点）。该反应依靠光来光解醇铈键，产生烷氧基自由基，从烃中剥离 H 原子并再生醇。生成的烷基很容易加成到偶氮化合物、烯烃和芳烃中。科学，这个问题 p。668; 另见第。647 铈醇盐的光解形成烷氧基自由基，从烃中剥离 H 原子以产生反应性烷基自由基。随着近期天然气产量的飙升，在合成转化中使用甲烷和其他轻烃原料作为起始材料在经济上越来越有吸引力，尽管它在化学上仍然具有挑战性。我们报告了在环境温度下可见光照射下甲烷、乙烷和高级烷烃的光催化 C-H 胺化、烷基化和芳基化的发展。使用丰富、廉价的铈盐作为光催化剂实现了高催化效率（甲烷的转化率高达 2900，乙烷的转化率高达 9700）和选择性。配体
• Convenient C(sp³)–H bond functionalisation of light alkanes and other compounds by iron photocatalysis
  作者：Yunhe Jin、Qingqing Zhang、Lifang Wang、Xinyao Wang、Changgong Meng、Chunying Duan

  DOI：10.1039/d1gc01563j

  日期：——

  well as enormous chemical challenges. Herein, we report a practical iron-catalysed photoredox system for C(sp3)–H transformation of ethane, propane, and other light alkanes to C–N and C–C bonds under ambient temperature. The present method with abundant and inexpensive iron salts as photocatalysts exhibits high catalytic efficiency (turnover number up to 8000), mild conditions, and the convenience of

  轻质烷烃是天然有机碳源，在自然界中分布广泛。将它们转化为具有附加值的精细化学品可提供极具吸引力的经济和生态效益以及巨大的化学挑战。在此，我们报告了一种实用的铁催化光氧化还原系统，用于在环境温度下将乙烷、丙烷和其他轻质烷烃的C(sp 3 )-H 转化为 C-N 和 C-C 键。该方法以丰富且廉价的铁盐为光催化剂，具有催化效率高（转化次数高达8000）、条件温和、无需色谱即可纯化和放大的便利性。Fe( III )和Cl之间的光诱导配体-金属电荷转移-产生高活性的氯自由基，依次充当氢原子转移催化剂。因此，可持续、方便、环保的系统将在天然烷烃的高附加值转化中得到广泛应用，不仅对有机合成有新的启发，而且对催化活性有机/无机材料的设计也有新的启发。
• Identification of Alkoxy Radicals as Hydrogen Atom Transfer Agents in Ce-Catalyzed C–H Functionalization
  作者：Qing An、Yang-Yang Xing、Ruihua Pu、Menghui Jia、Yuegang Chen、Anhua Hu、Shuo-Qing Zhang、Na Yu、Jianbo Du、Yanxia Zhang、Jinquan Chen、Weimin Liu、Xin Hong、Zhiwei Zuo

  DOI：10.1021/jacs.2c10126

  日期：2023.1.11

  heteroatom-centered radical species generated via ligand-to-metal charge transfer (LMCT) excitation. Alkoxy-radical-mediated hydrogen atom transfer (HAT) has been verified via kinetic analysis, density functional theory (DFT) calculations, and reactions under strictly chloride-free conditions. These experimental findings unambiguously establish the critical role of alkoxy radicals in Ce-LMCT catalysis

  烷氧基自由基在铈催化的 C-H 官能化中通过 H 原子抽取的中介作用已得到明确证实。已经合成了催化相关的 Ce(IV)-醇盐络合物，并通过 X 射线衍射对其进行了表征。分离的五氯 Ce(IV) 醇盐的原位电子顺磁共振和瞬态吸收光谱实验将烷氧基自由基确定为通过配体到金属电荷转移 (LMCT) 激发产生的唯一以杂原子为中心的自由基物种。烷氧基自由基介导的氢原子转移 (HAT) 已通过动力学分析、密度泛函理论 (DFT) 计算和严格无氯条件下的反应得到验证。这些实验结果明确地确立了烷氧基自由基在 Ce-LMCT 催化中的关键作用，并明确排除了氯自由基的参与。这项研究还强化了选择性烷氧基自由基介导的 HAT 中酒精与 Ce 的高相对比例的必要性，因为酒精与 Ce 的相对比例看似微不足道的变化可能导致截然不同的机制途径。重要的是，之前提出的氯自由基-醇络合物假设解释了该系统中烷氧基自由基启用的选择性
• 2,2’‐Biquinoline‐Based Recyclable Electroauxiliaries for the Generation of Alkyl Radicals via C−C Bond Cleavage
  作者：Shahilan Ratnam、Shreya Unone、Daniel Janssen‐Müller

  DOI：10.1002/chem.202301685

  日期：2023.9.6

  electroauxiliaries have successfully been developed as suitable reagents for the site-selective generation of alkyl radicals. Primary, secondary and tertiary alkyl radicals could be generated and several free radical reactions could be studied. The platform has the advantage of recyclability, which makes these alkyl radical precursors superior compared to previous N-heterocyclic electroauxiliaries.

  基于 2,2'-联喹啉的电助剂已成功开发为适合位点选择性生成烷基自由基的试剂。可以产生伯、仲和叔烷基自由基，并且可以研究几种自由基反应。该平台具有可回收性的优势，这使得这些烷基自由基前体比以前的N-杂环电助剂更加优越。