diethyl 2-(2-((tert-butyldimethylsilyl)oxy)ethyl)malonate | 173192-46-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-(2-((tert-butyldimethylsilyl)oxy)ethyl)malonate
• 英文别名: Diethyl 2-[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]propane-1,3-dioate；diethyl 2-[2-[tert-butyl(dimethyl)silyl]oxyethyl]propanedioate
• CAS: 173192-46-6
• 化学式: C₁₅H₃₀O₅Si
• 分子量: 318.486
• InChiKey: ODUDUZFWORGGRT-UHFFFAOYSA-N

物化性质

• 沸点：
  342.0±32.0 °C(Predicted)
• 密度：
  0.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-(2-((tert-butyldimethylsilyl)oxy)ethyl)malonate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以40%的产率得到2-[2-(1,1,2,2-Tetramethyl-1-silapropoxy)ethyl]propane-1,3-diol
  参考文献：
  名称：

  Synthesis, enzymatic phosphorylation and antiviral activity of acyclic dienyl phosphonate derivatives of guanine

  摘要：

  The synthesis, phosphorylation by guanylate kinase, anti HIV-1 and anti-herpesvirus activity of two acyclic dienyl phosphonate derivatives of guanine are described. (E)-9-(5-phosphono-3-methylene-4-pentenyl)guanine (4) was identified as an excellent substrate of guanylate kinase and a significant inhibitor of HIV-1 replication.

  DOI：

  10.1016/0960-894x(95)00585-h
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 sodium hydride 、 三乙胺 作用下， 生成 diethyl 2-(2-((tert-butyldimethylsilyl)oxy)ethyl)malonate
  参考文献：
  名称：

  Synthesis, enzymatic phosphorylation and antiviral activity of acyclic dienyl phosphonate derivatives of guanine

  摘要：

  The synthesis, phosphorylation by guanylate kinase, anti HIV-1 and anti-herpesvirus activity of two acyclic dienyl phosphonate derivatives of guanine are described. (E)-9-(5-phosphono-3-methylene-4-pentenyl)guanine (4) was identified as an excellent substrate of guanylate kinase and a significant inhibitor of HIV-1 replication.

  DOI：

  10.1016/0960-894x(95)00585-h

文献信息

• Iron‐Catalyzed Tertiary Alkylation of Terminal Alkynes with 1,3‐Diesters via a Functionalized Alkyl Radical
  作者：Ming‐Qing Tian、Zhen‐Yao Shen、Xuefei Zhao、Patrick J. Walsh、Xu‐Hong Hu

  DOI：10.1002/anie.202100641

  日期：2021.4.19

  Direct oxidative C(sp)−H/C(sp3)−H cross‐coupling offers an ideal and environmentally benign protocol for C(sp)−C(sp3) bond formations. As such, reactivity and site‐selectivity with respect to C(sp3)−H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron‐catalyzed/silver‐mediated tertiary alkylation of terminal alkynes with readily available and versatile 1

  直接氧化的C（sp）-H / C（sp 3）-H交叉偶联为C（sp）-C（sp 3）键的形成提供了理想的环境友好方案。因此，相对于C（sp 3）-H键裂解的反应性和位点选择性仍然是一个持续的挑战。本文报道了一种简便易行的方法，可利用易于获得的通用1,3-二羰基化合物对末端炔烃进行铁催化/银介导的叔烷基化。该反应适用于多种底物，即使使用含有其他叔，苄基和C（sp 3）-H将α键合至杂原子。对产品的精心设计使得可以合成一系列通用的构建基块。对照实验暗示了以碳为中心的第三级自由基物种的原位生成。
• Preparation of mono-substituted malonic acid half oxyesters (SMAHOs)
  作者：Tania Xavier、Sylvie Condon、Christophe Pichon、Erwan Le Gall、Marc Presset

  DOI：10.3762/bjoc.17.135

  日期：——

  The use of mono-substituted malonic acid half oxyesters (SMAHOs) has been hampered by the sporadic references describing their preparation. An evaluation of different approaches has been achieved, allowing to define the best strategies to introduce diversity on both the malonic position and the ester function. A classical alkylation step of a malonate by an alkyl halide followed by a monosaponification

  描述其制备的零星参考文献阻碍了单取代丙二酸半氧化酯 (SMAHO) 的使用。已经实现了对不同方法的评估，允许定义在丙二酸位置和酯功能上引入多样性的最佳策略。用烷基卤化物对丙二酸酯进行经典的烷基化步骤，然后进行单皂化，可以得到在丙二酸位置带有不同取代基的试剂，包括功能化衍生物。另一方面，取代丙二酸衍生物的单酯化步骤的开发被证明是酯功能多样性的最佳入口，而不是使用中间体 Meldrum 酸。这两种转换的特点是简单高效，
• Copper-Catalyzed Cross-Nucleophile Coupling of β-Allenyl Silanes with Tertiary C–H Bonds: A Radical Approach to Branched 1,3-Dienes
  作者：Qi-Chao Shan、Lu-Min Hu、Wei Qin、Xu-Hong Hu

  DOI：10.1021/acs.orglett.1c02112

  日期：2021.8.6

  3-dienes through oxidative coupling of two nucleophilic substrates, β-allenyl silanes, and hydrocarbons appending latent functionality by copper catalysis. Notably, C(sp3)–H dienylation proceeded in a regiospecific manner, even in the presence of competitive C–H bonds that are capable of occurring hydrogen atom transfer process, such as those located at benzylic and other tertiary sites, or adjacent to an

  本文描述了一种独特的方法，通过两种亲核底物、β-烯基硅烷和附加潜在官能团的烃的氧化偶联，通过铜催化制备支链 1,3-二烯。值得注意的是，C（SP 3）-H dienylation以区域专一性方式进行，即使是在竞争性C-H键，其能够发生氢原子转移过程，如那些位于苄等第三位点或邻近存在一个氧原子。对照实验支持官能化烷基的中间体。
• Cyclic oxyguanidine protease inhibitors
  申请人：3-Dimensional Pharmaceuticals, Inc.

  公开号：US20020022615A1

  公开（公告）日：2002-02-21

  Cyclic oxyguanidine compounds, including compounds of Formulae I and II: 1 wherein R 1 , R 3 -R 6 , R 21 -R 26 , L, Y, Z, and A are set forth in the specification, as well as hydrates, solvates or pharmaceutically acceptable salts thereof, that inhibit proteolytic enzymes such as thrombin are described. Also described are methods for preparing the compounds of Formulae I and II. The novel compounds of the present invention are potent inhibitors of proteases, especially trypsin-like serine proteases, such as chymotrypsin, trypsin, thrombin, plasmin and factor Xa. Certain of the compounds exhibit antithrombotic activity via direct, selective inhibition of thrombin, or are intermediates useful for forming compounds having antithrombotic activity. The invention includes a composition for inhibiting loss of blood platelets, inhibiting formation of blood platelet aggregates, inhibiting formation of fibrin, inhibiting thrombus formation, and inhibiting embolus formation in a mammal, comprising a compound of the invention in a pharmaceutically acceptable carrier. Other uses of compounds of the invention are as anticoagulants either embedded in or physically linked to materials used in the manufacture of devices used in blood collection, blood circulation, and blood storage, such as catheters, blood dialysis machines, blood collection syringes and tubes, blood lines and stents.

  描述了环氧胍啉化合物，包括式I和II中的化合物：其中规范中列出了R1、R3-R6、R21-R26、L、Y、Z和A，以及其水合物、溶剂合物或药学上可接受的盐，这些化合物抑制蛋白酶酶，如凝血酶。还描述了制备式I和II化合物的方法。本发明的新化合物是蛋白酶的有效抑制剂，尤其是胰蛋白酶样丝氨酸蛋白酶，如胰蛋白酶、凝血酶、纤溶酶和Xa因子。某些化合物通过直接、选择性抑制凝血酶表现出抗血栓活性，或者是用于形成具有抗血栓活性的化合物的中间体。该发明包括一种用于抑制哺乳动物体内血小板丧失、抑制血小板集合体形成、抑制纤维蛋白形成、抑制血栓形成和抑制栓塞形成的组合物，包括本发明的化合物在药学上可接受的载体中。本发明的化合物的其他用途是作为抗凝剂，嵌入或物理连接到用于血液收集、血液循环和血液储存设备的材料中，如导管、血液透析机、血液收集器和管、血管和支架。
• Intramolecular Cyclocarbonylation of Cyclopropylidenyl Aldehydes Mediated by Molybdenum Carbonyl Complex
  作者：Chan-Mo Yu、Young-Taek Hong、Seok-Keun Yoon、Joon-Hwan Lee

  DOI：10.1055/s-2004-830849

  日期：——

  A novel procedure for the synthesis of cis-bicyclic spirocyclopropanelactones from cyclopropylidenyl aldehydes via the molybdenum-mediated cyclocarbonylation is described. The use of (C7H8)Mo(CO)3 with DMSO to promote the reaction results in an efficient and convenient protocol for the three-component assembly in high yields.

  本研究介绍了一种通过钼介导的环羰基化反应从环丙基亚烯醛合成顺式双环螺环丙内酯的新方法。使用 (C7H8)Mo(CO)3 与二甲基亚砜（DMSO）来促进反应，形成了一种高效、便捷的三组份组装方案，产量很高。