tert-butyldimethyl(3-(tributylstannyl)but-3-enyloxy)silane | 186047-60-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyldimethyl(3-(tributylstannyl)but-3-enyloxy)silane
• CAS: 186047-60-9
• 化学式: C₂₂H₄₈OSiSn
• 分子量: 475.418
• InChiKey: AKRIFPWWLUWIAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.34
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-碘苯甲醚 、 tert-butyldimethyl(3-(tributylstannyl)but-3-enyloxy)silane 在 bis-triphenylphosphine-palladium(II) chloride 、 四乙基氯化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到1-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-3-methoxybenzene
  参考文献：
  名称：

  用于不对称氢乙烯基化的可调亚磷酰胺配体：用于生成全碳四元中心的卓越配体

  摘要：

  α-烷基苯乙烯在由 [(烯丙基)NiBr] 2、Na + [BAr 4 ] - [Ar = 3,5-双(三氟甲基)苯基]制备的镍催化剂存在下进行有效的加氢乙烯基化（添加乙烯），并且亚磷酰胺配体以优异的产率和对映选择性提供产品。在许多情况下，衍生自非手性 2,2'-双酚的亚磷酰胺几乎与衍生自更昂贵的对映体纯 1,1'-双（2-萘酚）的配体一样好。氢乙烯基化产物带有两个通用的潜在官能团，一个芳基和一个乙烯基，可用于合成几种含有苄基全碳季中心的重要天然产物。 烯烃 - 不对称催化 - 加氢乙烯基化 - 亚磷酰胺配体 - 镍

  DOI：

  10.1055/s-0029-1216826

文献信息

• Design, parallel synthesis, and crystal structures of biphenyl antithrombotics as selective inhibitors of tissue factor FVIIa complex. Part 1: Exploration of S2 pocket pharmacophores
  作者：Pravin L. Kotian、Raman Krishnan、Scott Rowland、Yahya El-Kattan、Surendra K. Saini、Ramanda Upshaw、Shanta Bantia、Shane Arnold、Y. Sudhakar Babu、Pooran Chand

  DOI：10.1016/j.bmc.2009.04.013

  日期：2009.6

  Factor VIIa (FVIIa), a serine protease enzyme, coupled with tissue factor (TF) plays an important role in a number of thrombosis-related disorders. Inhibition of TF.FVIIa occurs early in the coagulation cascade and might provide some safety advantages over other related enzymes. We report here a novel series of substituted biphenyl derivatives that are highly potent and selective TF.FVIIa inhibitors. Parallel synthesis coupled with structure-based drug design allowed us to explore the S2 pocket of the enzyme active site. A number of compounds with IC50 value of <10 nM were synthesized. The X-ray crystal structures of some of these compounds complexed with TF.FVIIa were determined and results were applied to design the next round of inhibitors. All the potent inhibitors were tested for inhibition against a panel of related enzymes and selectivity of 17,600 over thrombin, 450 over trypsin, 685 over FXa, and 76 over plasmin was achieved. Two groups, vinyl 36b and 2-furan 36ab, were identified as the optimum binding substituents on the phenyl ring in the S2 pocket. Compounds with these two substituents are the most potent compounds in this series with good selectivity over related serine proteases. These compounds will be further explored for structure-activity relationship. (C) 2009 Elsevier Ltd. All rights reserved.
• Tunable Phosphoramidite Ligands for Asymmetric Hydrovinylation: Ligands par excellence for Generation of All-Carbon Quaternary Centers
  作者：T. RajanBabu、Craig Smith、Hwan Lim、Aibin Zhang

  DOI：10.1055/s-0029-1216826

  日期：2009.6

  2′-biphenol are almost as good as ligands derived from the more expensive enantiopure 1,1′-bi(2-naphthol)s. The hydrovinylation products, which carry two versatile latent functionalities, an aryl and a vinyl group, are potentially useful for the synthesis of several important natural products containing benzylic all-carbon quaternary centers. alkenes - asymmetric catalysis - hydrovinylation - phosphoramidite

  α-烷基苯乙烯在由 [(烯丙基)NiBr] 2、Na + [BAr 4 ] - [Ar = 3,5-双(三氟甲基)苯基]制备的镍催化剂存在下进行有效的加氢乙烯基化（添加乙烯），并且亚磷酰胺配体以优异的产率和对映选择性提供产品。在许多情况下，衍生自非手性 2,2'-双酚的亚磷酰胺几乎与衍生自更昂贵的对映体纯 1,1'-双（2-萘酚）的配体一样好。氢乙烯基化产物带有两个通用的潜在官能团，一个芳基和一个乙烯基，可用于合成几种含有苄基全碳季中心的重要天然产物。 烯烃 - 不对称催化 - 加氢乙烯基化 - 亚磷酰胺配体 - 镍