(chloromethyl)dimethyl(2-methoxyphenyl)silane | 49759-10-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (chloromethyl)dimethyl(2-methoxyphenyl)silane
• 英文别名: (chloroethyl)dimethyl(2-methoxyphenyl)silane；(chloromethyl)(2-methoxyphenyl)dimethylsily；chloromethyldimethyl (2-methoxy) phenylsilane；dimethyl-o-methoxyphenylchloromethylsilane；Chloromethyl(2-methoxyphenyl)dimethylsilane；chloromethyl-(2-methoxyphenyl)-dimethylsilane
• CAS: 49759-10-6
• 化学式: C₁₀H₁₅ClOSi
• 分子量: 214.767
• InChiKey: GWZIEVDUMGBXHM-UHFFFAOYSA-N

物化性质

• 沸点：
  269.3±20.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  (chloromethyl)dimethyl(2-methoxyphenyl)silane 在 N-甲基吗啉 、 potassium carbonate 、 potassium iodide 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.42h， 生成 2-((2-tert-butoxycarbonylaminoacetyl){[(2-methoxyphenyl)dimethylsilanyl]methyl}amino)-3-phenylpropionic acid methyl ester
  参考文献：
  名称：

  建立功能化的拟肽药物：新型电助剂和使用化学氧化剂将N-酰基亚胺离子引入肽中。

  摘要：

  [反应：见正文]作为将N-酰基亚胺离子插入肽中的方法，已经研究了用化学氧化剂从肽底物上去除电助剂的方法。为此，发现使用硝酸铈铵可容易地裂解4-甲氧基苯基二甲基甲硅烷基和2，4-二甲氧基苯基二甲基甲硅烷基电助剂。在两组中，2,4-二甲氧基苯基二甲基甲硅烷基电助剂在氧化条件下最不稳定。氧化反应被证明与固相底物的使用相容。

  DOI：

  10.1021/ol034872s
• 作为产物：
  描述：

  氯甲基二甲基氯硅烷 、 2-溴苯甲醚 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以87%的产率得到(chloromethyl)dimethyl(2-methoxyphenyl)silane
  参考文献：
  名称：

  Building Functionalized Peptidomimetics:  Use of Electroauxiliaries for Introducing N-Acyliminium Ions into Peptides

  摘要：

  A series of silyl-substituted amino acids have been synthesized, inserted into peptides, and then employed as precursors for oxidatively generating reactive N-acyliminium ions. Both electrochemical and chemical oxidation procedures have been employed. N-Acyliminium ion generation in a solid-phase substrate as well as application to a small library of functionalized dipeptides has been demonstrated. Limitations in terms of how electron-rich the silyl groups can be as well as the compatibility of multiple silyl groups within a longer peptide are defined.

  DOI：

  10.1021/ja064737l

文献信息

• (Aryloxy)methylsilane Derivatives as New Cholesterol Biosynthesis Inhibitors: Synthesis and Hypocholesterolemic Activity of a New Class of Squalene Epoxidase Inhibitors
  作者：Jean-Pierre Gotteland、Isabelle Brunel、Fabrice Gendre、Jerome Desire、Andre Delhon、Didier Junquero、Philippe Oms、Serge Halazy

  DOI：10.1021/jm00017a004

  日期：1995.8

  (aryloxy)silane derivatives of benzylamine (4, 4', or 4") was synthesized and evaluated for hypocholesterolemic activity. Most of the new silane derivatives were identified as potent inhibitors of pig liver squalene epoxidase with IC50 values in the submicromolar range. In vitro inhibition of cholesterol biosynthesis in Hep-G2 cells was observed with a very good potency for the ene-yne derivatives 4a, 4i,

  合成了一系列苄胺的3-取代的（芳氧基）硅烷衍生物（4、4'或4”），并评估了其降胆固醇活性。大多数新的硅烷衍生物被鉴定为有效的猪肝角鲨烯环氧酶抑制剂，IC50值为在亚微摩尔范围内。对于烯-炔衍生物4a，4i，4n，4q和4u以及炔-炔化合物4“，体外观察到的Hep-G2细胞中胆固醇生物合成的抑制作用非常好。 。在体内，发现4i，4u，4'和4“口服后ED50值在2-7 mg / kg范围内时，会降低大鼠体内的胆固醇生物合成。因此，这些新的苄胺的（芳氧基）甲基硅烷衍生物代表一类新的强力角鲨烯环氧酶抑制剂，具有降低胆固醇的特性。
• Building Functionalized Peptidomimetics:  New Electroauxiliaries and the Use of a Chemical Oxidant for Introducing <i>N</i>-Acyliminium Ions into Peptides
  作者：Haizhou Sun、Kevin D. Moeller

  DOI：10.1021/ol034872s

  日期：2003.9.1

  [reaction: see text] The removal of electroauxiliaries from peptide substrates with chemical oxidants has been examined as a method for inserting N-acyliminium ions into the peptides. To this end, it was found that both 4-methoxyphenyldimethylsilyl and 2,4-dimethoxyphenyldimethylsilyl electroauxiliaries were readily cleaved with the use of ceric ammonium nitrate. Of the two groups, the 2,4-dimetho

  [反应：见正文]作为将N-酰基亚胺离子插入肽中的方法，已经研究了用化学氧化剂从肽底物上去除电助剂的方法。为此，发现使用硝酸铈铵可容易地裂解4-甲氧基苯基二甲基甲硅烷基和2，4-二甲氧基苯基二甲基甲硅烷基电助剂。在两组中，2,4-二甲氧基苯基二甲基甲硅烷基电助剂在氧化条件下最不稳定。氧化反应被证明与固相底物的使用相容。
• 2,6-di-t-butyl-4-[(dimethyl-4-methoxyphenylsilyl)-methyl-oxy]phenol and
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US06133467A1

  公开（公告）日：2000-10-17

  This invention relates to the compounds of 2,6-di-t-butyl-4-[(dimethyl-4-methoxyphenylsilyl)methyloxy]phenol and 2,6-di-t-butyl-4-[(dimethyl-2-methoxyphenylsilyl)methyloxy]phenol, polymorphs thereof and their pharmaceutically acceptable salts, useful as antiatherosclerotic agents.

  本发明涉及2,6-二叔丁基-4-[(二甲基-4-甲氧基苯基硅基)甲氧基]苯酚和2,6-二叔丁基-4-[(二甲基-2-甲氧基苯基硅基)甲氧基]苯酚的化合物，其多晶形态和其药学上可接受的盐，可用作抗动脉粥样硬化剂。
• PHOTOELECTRIC CONVERSION DEVICE AND SOLAR CELL USING THE SAME
  申请人：AKIYAMA Seiji

  公开号：US20120211082A1

  公开（公告）日：2012-08-23

  There is provides a photoelectric conversion device material which can be used as an electrode buffer material for a solar cell or the like and can improve durability while maintaining the interaction with an electrode and mobility; a photoelectric conversion device using the photoelectric conversion device material; and a solar cell using the photoelectric conversion device. A photoelectric conversion device containing a buffer layer and an active layer, wherein the buffer layer contains a compound represented by the following general formula (I), the active layer contains an n-type semiconductor, and the n-type semiconductor is a compound having a solubility in toluene of 0.5% by weight or more at 25° C. and having an electron mobility of 1.0×10 −6 cm 2 /Vs or more.

  提供了一种光电转换器件材料，可用作太阳能电池或类似器件的电极缓冲材料，可以提高耐久性，同时保持与电极的相互作用和移动性；使用该光电转换器件材料的光电转换器件；以及使用该光电转换器件的太阳能电池。光电转换器件包含缓冲层和活性层，其中缓冲层包含由下列通式（I）表示的化合物，活性层包含n型半导体，且该n型半导体在25℃时在甲苯中的溶解度为0.5%或更高，并具有1.0×10−6cm2/Vs或更高的电子迁移率。
• Antioxidant and cholesterol lowering properties of 2,6-DI-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol and derivatives: A new class of anti-atherogenic compounds
  作者：Roger A. Parker、Roger L. Barnhart、Kim S. Chen、Michael L. Edwards、James E. Matt、Barry L. Rhinehart、Keith M. Robinson、Mark J. Vaal、Mark T. Yates

  DOI：10.1016/s0960-894x(96)00273-9

  日期：1996.7

  Di-t-butylphenol derivatives were synthesized and evaluated as antioxidants and cholesterol lowering agents. When evaluated in cholesterol-fed rabbits, the compounds were found to exhibit both properties. Of special interest was the finding that several of the compounds elevated HDL cholesterol levels. Copyright (C) 1996 Elsevier Science Ltd