[(5-溴-2-甲氧基苯基)甲氧基]二甲基(1,1-二甲基乙基)硅烷 | 201150-66-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: [(5-溴-2-甲氧基苯基)甲氧基]二甲基(1,1-二甲基乙基)硅烷
• 英文名称: [(5-bromo-2-methoxyphenyl)methoxy]dimethyl(1,1-dimethylethyl)silane
• 英文别名: 4-(methyloxy)-3-(tert-butyldimethylsilyloxymethyl)phenyl bromide；((5-bromo-2-methoxybenzyl)oxy)(tert-butyl)dimethylsilane；(5-bromo-2-methoxybenzyloxy)(tert-butyl)dimethylsilane；[(5-bromo-2-methoxybenzyl)oxy](t-butyl)dimethylsilane；(5-bromo-2-methoxybenzyloxy)tert-butyldimethylsilane；(5-Bromo-2-methoxybenzyloxy)-tert-butyldimethylsilane；(5-bromo-2-methoxyphenyl)methoxy-tert-butyl-dimethylsilane
• CAS: 201150-66-5
• 化学式: C₁₄H₂₃BrO₂Si
• 分子量: 331.325
• InChiKey: VUOXFLZOSFWYOL-UHFFFAOYSA-N

物化性质

• 沸点：
  333.9±27.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(5-溴-2-甲氧基苯基)甲氧基]二甲基(1,1-二甲基乙基)硅烷 在 正丁基锂 、 四溴化碳 、 三异丙基硅烷 、 三氟化硼乙醚 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 乙腈 为溶剂， 反应 6.5h， 生成 (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[3-(bromomethyl)-4-methoxyphenyl]-D-glucitol
  参考文献：
  名称：

  Synthesis and biological evaluation of C-glucosides with azulene rings as selective SGLT2 inhibitors for the treatment of type 2 diabetes mellitus: Discovery of YM543

  摘要：

  Here, a series of C-glucosides with azulene rings in the aglycon moiety was synthesized and the inhibitory activities toward hSGLT1 and hSGLT2 were evaluated. Starting from the azulene derivative 7 which had relatively good SGLT2 inhibitory activity, compound 8a which has a 3-[(azulen-2-yl)methyl]phenyl group was identified as a lead compound for further optimization. Introduction of a phenolic hydroxyl group onto the central benzene ring afforded a potent and selective SGLT2 inhibitor 8e, which reduced blood glucose levels in a dose-dependent manner in rodent diabetic models. A mono choline salt of 8e (YM543) was selected as a clinical candidate for use in treating type 2 diabetes mellitus. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.067
• 作为产物：
  描述：

  tert-butyldimethylsilyl 2-methoxybenzyl ether 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 [(5-溴-2-甲氧基苯基)甲氧基]二甲基(1,1-二甲基乙基)硅烷
  参考文献：
  名称：

  EP1380562

  摘要：

  公开号：

文献信息

• Inhibitors of c-Jun N-terminal kinases
  申请人：Liu Gang

  公开号：US20060173050A1

  公开（公告）日：2006-08-03

  The present invention relates to compounds that are inhibitors of c-jun N-terminal kinase 1, 2, or 3 (JNK1, JNK2, or JNK3), compositions containing the compounds and the use of the compounds in the prevention or treatment of disorders regulated by the activation of JNK1, JNK2 and JNK3.

  本发明涉及作为c-jun N-末端激酶1、2或3（JNK1、JNK2或JNK3）抑制剂的化合物，包含这些化合物的组合物以及这些化合物在预防或治疗由JNK1、JNK2和JNK3激活调控的疾病中的用途。
• Substituted Pyrrolidines and Methods of Use
  申请人：AbbVie S.à.r.l.

  公开号：US20180099931A1

  公开（公告）日：2018-04-12

  The invention discloses compounds of Formula (I) wherein R 1 , R 2 , R 2A , R 3 , R 3A , R 4 , R 4A , and R 5 are as defined herein. The present invention relates to compounds and their use in the treatment of cystic fibrosis, methods for their production, pharmaceutical compositions comprising the same, and methods of treating cystic fibrosis by administering a compound of the invention.

  该发明公开了式（I）的化合物 其中R 1 ，R 2 ，R 2A ，R 3 ，R 3A ，R 4 ，R 4A 和R 5 如本文所定义。本发明涉及化合物及其在囊性纤维化治疗中的应用，其生产方法，包含相同化合物的药物组合物，以及通过给予该发明的化合物来治疗囊性纤维化的方法。
• Azulene derivatives and salts thereof
  申请人：Tomiyama Hiroshi

  公开号：US20050124555A1

  公开（公告）日：2005-06-09

  The present invention provides an azulene derivative and a salt thereof, wherein an azulene ring is bonded to a benzene ring directly or via a lower alkylene which may be substituted with a halogen atom and the benzene ring is directly bonded to the glucose residue, and it is usable as a Na + -glucose cotransporter inhibitor, especially for a therapeutic and/or preventive agent for diabetes such as insulin-dependent diabetes (type 1 diabetes) and insulin-independent diabetes (type 2 diabetes), as well as diabetes-related diseases such as insulin-resistant diseases and obesity.

  本发明提供了一种吲哚蓝衍生物及其盐，其中吲哚蓝环直接或通过可被取代为卤原子的较低烷基与苯环结合，苯环直接与葡萄糖残基结合，可用作Na+-葡萄糖共转运蛋白抑制剂，特别用于治疗和/或预防糖尿病，如胰岛素依赖型糖尿病（1型糖尿病）和胰岛素非依赖型糖尿病（2型糖尿病），以及糖尿病相关疾病，如胰岛素抵抗性疾病和肥胖症。
• Exploration of synthetic strategies for the stereoselective preparation of novel tetrahydrofuran-containing biaryls: A high-pressure promoted Diels-Alder approach
  作者：Francesca Piazzolla、Carlo Siciliano、Lucio Minuti、Andrea Temperini

  DOI：10.1016/j.tet.2018.09.032

  日期：2018.11

  Three stereoselective synthetic approaches to tetrahydrofuran-containing biaryl scaffolds are described. All approaches involve a high-pressure promoted Diels-Alder reaction of substituted diene with methyl propiolate to give, after aromatization, the corresponding biaryl. The tetrahydrofuran moiety can be created starting from aryl-Br or aryl-CO2Me functional groups through a γ-phenylseleno ketone

  描述了三种立体选择性合成方法，以制备含四氢呋喃的联芳基支架。所有方法都涉及取代的二烯与丙酸甲酯的高压促进的Diels-Alder反应，芳构化后得到相应的联芳基。可以从芳基-Br或芳基-CO 2 Me官能团开始，通过γ-苯基硒代酮中间体产生四氢呋喃部分。
• Aryl, Alkyl<i>bis</i>-SilylEthers: Rapid Access to Monoprotected Aryl Alkyl and Biaryl Ethers
  作者：Gabriel Fenteany、Sudha V. Ankala

  DOI：10.1055/s-2003-38744

  日期：——

  A simple one-pot procedure has been developed for the selective etherification of aryl silyl ethers in aryl, alkyl bis-silyl ethers to generate alkyl tert-butyldimethylsilyl-protected aryl alkyl ethers and biaryl ethers in good to excellent yields.

  已经开发了一种简单的一锅法，用于选择性醚化芳香族硅醚与芳香族、烷基双硅醚，从而生成烷基叔丁基二甲基硅基保护的芳香烷醚和联芳醚，产率良好至优异。