2-(4-methoxyphenyl)-1,1-bis(trimethylsilyloxy)ethene | 56817-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-1,1-bis(trimethylsilyloxy)ethene
• 英文别名: 4-Methoxyphenylketene bis(trimethylsilyl) acetal；[2-(4-methoxyphenyl)-1-trimethylsilyloxyethenoxy]-trimethylsilane
• CAS: 56817-43-7
• 化学式: C₁₅H₂₆O₃Si₂
• 分子量: 310.541
• InChiKey: NYJLTALIOVYDLC-UHFFFAOYSA-N

物化性质

• 沸点：
  113-114 °C(Press: 0.5 Torr)
• 密度：
  0.967±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)-1,1-bis(trimethylsilyloxy)ethene 在 间氯过氧苯甲酸 作用下， 以 正己烷 为溶剂， 生成 对甲氧基苦杏仁酸
  参考文献：
  名称：

  Reaction of ketene bis(trimethylsilyl) acetals with m-chloroperbenzoic acid. Synthesis of .alpha.-hydroxycarboxylic acids

  摘要：

  DOI：

  10.1021/jo00913a038
• 作为产物：
  描述：

  对甲氧基苯乙酸 在 吡啶 、 正丁基锂 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 24.75h， 生成 2-(4-methoxyphenyl)-1,1-bis(trimethylsilyloxy)ethene
  参考文献：
  名称：

  One-pot synthesis of 3-hydroxymaleic anhydrides by cyclization of 1,1-bis(trimethylsilyloxy)ketene acetals with oxalyl chloride

  摘要：

  Functionalized 3-hydroxymaleic anhydrides were prepared by cyclization of 1, 1-bis(trimethylsilyloxy)ketene acetals with oxalyl chloride. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.01.026

文献信息

• One-Pot Synthesis of 3-Hydroxymaleic Anhydrides by Cyclization of 1,1-Bis(trimethylsilyloxy)ketene Acetals with Oxalyl Chloride
  作者：Peter Langer、Ehsan Ullah

  DOI：10.1055/s-2004-835668

  日期：——

  Functionalized 3-hydroxymaleic anhydrides were prepared by cyclization of 1,1-bis(trimethylsilyloxy)ketene acetals with oxalyl chloride.

  通过草酰氯与1,1-双(三甲基硅氧基)乙烯缩酮的环化反应，制备了功能化的3-羟基马来酸酐。
• Synthesis of azoxabicyclo[3.3.1]nonanones based on diastereoselective reactions of 1,1-bis(trimethylsilyloxy)ketene acetals with isoquinolines and quinolines
  作者：Andreas Schmidt、Dirk Michalik、Sven Rotzoll、Ehsan Ullah、Christine Fischer、Helmut Reinke、Helmar Görls、Peter Langer

  DOI：10.1039/b804139c

  日期：——

  Densely functionalized azoxabicyclo[3.3.1]nonanones were prepared by regio- and diastereoselective condensation of 1,1-bis(silyloxy)ketene acetals with isoquinolinium and quinolinium salts and subsequent regioselective and stereospecific iodolactonization.

  通过 1,1-双（硅烷氧基）酮乙醛与异喹啉盐和喹啉盐的区域和非对映选择性缩合，以及随后的区域选择性和立体特异性碘内酯化，制备了致密官能化的氮杂环[3.3.1]壬酮。
• Enantioselective synthesis of 4-alkenoic acids via Pd-catalyzed allylic alkylation: stereocontrolled construction of γ and δ-lactones
  作者：Isabel Alvarado-Beltrán、Eddy Maerten、R. Alfredo Toscano、José G. López-Cortés、Antoine Baceiredo、Cecilio Álvarez-Toledano

  DOI：10.1016/j.tetasy.2015.06.003

  日期：2015.8

  An enantioselective and diastereoselective synthesis of gamma,delta-unsaturated carboxylic acids by palladium-catalyzed carbon alkylation of bis(trimethylsilyl)ketene acetals with (E)-1,3-diphenylpropenyl acetate was developed. These acids could be efficiently turned into new gamma- or delta-halolactones containing multiple stereocenters using a halolactonization protocol. The stereochemistry of these acids was established by X-ray analysis after derivatization to the corresponding amide with (R)-(+)-1-phenylethylamine. (C) 2015 Elsevier Ltd. All rights reserved.
• Synthesis of 7,8-benzo-9-aza-4-oxabicyclo[3.3.1]nonan-3-ones by sequential ‘condensation–iodolactonization’ reactions of 1,1-bis(trimethylsilyloxy)ketene acetals with isoquinolines
  作者：Ehsan Ullah、Sven Rotzoll、Andreas Schmidt、Dirk Michalik、Peter Langer

  DOI：10.1016/j.tetlet.2005.10.108

  日期：2005.12

  Functionalized 7,8-benzo-9-aza-4- oxabicyclo [3.3.1]nonan-3-ones were prepared by regio- and diastereoselective condensation of 1,1-bis(silyloxy)ketene acetals with isoquinolinium salts and subsequent regioselective and stereospecific iodolactonization. (c) 2005 Elsevier Ltd. All rights reserved.
• RUBOTTOM G. M.; MARRERO R., J. ORG. CHEM. <JOCE-AH>, 1975, 40, NO 25, 3783-3784
  作者：RUBOTTOM G. M.、 MARRERO R.

  DOI：——

  日期：——