(3R,4S)-3-azido-4-trimethylsiloxytetrahydrofurane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (3R,4S)-3-azido-4-trimethylsiloxytetrahydrofurane
• 英文别名: [(3S,4R)-4-azidotetrahydrofuran-3-yl]oxy-trimethyl-silane；[(3S,4R)-4-azidooxolan-3-yl]oxy-trimethylsilane
• 化学式: C₇H₁₅N₃O₂Si
• 分子量: 201.3
• InChiKey: JYDBMEALPZGOSP-RNFRBKRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4S)-3-azido-4-trimethylsiloxytetrahydrofurane 在 camphor-10-sulfonic acid 作用下， 以 甲醇 为溶剂， 生成 trans-4-azido-3-hydroxytetrahydrofuran
  参考文献：
  名称：

  Diastereoselective synthesis, activity and chiral stability of cyclic alkoxyketone inhibitors of cathepsin K

  摘要：

  The diastereoselective synthesis of a novel class of cathepsin K inhibitors together with their cathepsin K affinity and stability towards aqueous buffer is reported. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00627-2
• 作为产物：
  描述：

  3,4-环氧四氢呋喃 、 叠氮基三甲基硅烷 在 (1S,2S)-salen catalyst 作用下， 以 乙醚 为溶剂， 以90%的产率得到(3R,4S)-3-azido-4-trimethylsiloxytetrahydrofurane
  参考文献：
  名称：

  Diastereoselective synthesis, activity and chiral stability of cyclic alkoxyketone inhibitors of cathepsin K

  摘要：

  The diastereoselective synthesis of a novel class of cathepsin K inhibitors together with their cathepsin K affinity and stability towards aqueous buffer is reported. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00627-2

文献信息

• New Chiral Calixsalen Chromium Complexes: Recyclable Asymmetric Catalysts
  作者：Anaïs Zulauf、Mohamed Mellah、Emmanuelle Schulz

  DOI：10.1002/chem.201001012

  日期：——

  ylenediamine (salen) polymer has been prepared by a condensation reaction between a thiophenedisalicyladehyde derivative and (S,S)‐cyclohexane‐1,2‐diamine. This polymeric compound was demonstrated to possess a cyclic structure with two to five repetitive units. The addition of chromium(II) salts led to the generation of a chiral catalyst that could be recovered as an insoluble powder. The performance

  的手性Ñ，Ñ ' -双（亚水杨基）乙二胺（沙仑）聚合物已经制备由thiophenedisalicyladehyde衍生物和（之间的缩合反应小号，小号）-环己烷-1,2-二胺。证明该聚合化合物具有带有两个至五个重复单元的环状结构。铬（II）盐的添加导致手性催化剂的产生，该手性催化剂可以以不溶性粉末的形式回收。在各种转化中，特别是在异质条件下促进亲核环氧化物开环的能力中，检验了这种新型杯盖型催化剂的性能。与通过使用类似的线性聚合物获得的目标产物相比，以高收率和改进的选择性获得了目标产物。环状结构中催化位点的排列可能更适合于这种苛刻反应的必要的协同双金属途径。该催化剂可以成功地再循环。
• 4-aminobenzonitrile selective androgen receptor modulators
  申请人：Eli Lilly and Company

  公开号：US08658693B2

  公开（公告）日：2014-02-25

  The present invention provides novel selective androgen receptor modulators and their salts and pharmaceutical compositions thereof.

  本发明提供了新型选择性雄激素受体调节剂及其盐和制药组合物。
• Selective Androgen Receptor Modulators
  申请人：Eli Lilly and Company

  公开号：US20130217762A1

  公开（公告）日：2013-08-22

  The present invention provides novel selective androgen receptor modulators and their salts and pharmaceutical compositions thereof.

  本发明提供了新型选择性雄激素受体调节剂及其盐和制药组合物。
• Enantiopure five-membered cyclicdiamine derivatives as potent and selective inhibitors of factor Xa. Improving in vitro metabolic stability via core modifications
  作者：Jennifer X. Qiao、Tammy C. Wang、Gren Z. Wang、Daniel L. Cheney、Kan He、Alan R. Rendina、Baomin Xin、Joseph M. Luettgen、Robert M. Knabb、Ruth R. Wexler、Patrick Y.S. Lam

  DOI：10.1016/j.bmcl.2007.07.020

  日期：2007.9

  We previously reported a series of enantiopure cis-(1 R,2S)-cyclopentyldiamine derivatives as potent and selective inhibitors of Factor Xa (FXa). Herein, we describe our approach to improve the metabolic stability of this series via core modifications. Multiple resulting series of compounds demonstrated similarly high FXa potency and improved metabolic stability in human liver microsomes compared with the cyclopentyldiamide 1. (3R,4S)-Pyrrolidinyldiamide 31 was the best overall compound with human FXa K; of 0.50 nM, PT EC2x of 2.1 mu M in human plasma, bioavailability of 25% and t z of 2.7 h in dogs. Further biochemical characterization of compound 31 is also presented. (c) 2007 Elsevier Ltd. All rights reserved.
• Diastereoselective synthesis, activity and chiral stability of cyclic alkoxyketone inhibitors of cathepsin K
  作者：Ashley E Fenwick、Andrew D Gribble、Robert J Ife、Nichola Stevens、Jason Witherington

  DOI：10.1016/s0960-894x(00)00627-2

  日期：2001.1

  The diastereoselective synthesis of a novel class of cathepsin K inhibitors together with their cathepsin K affinity and stability towards aqueous buffer is reported. (C) 2001 Published by Elsevier Science Ltd.