(2E)-ethyl 3-methyl-8-(triisopropylsilyloxy)oct-2-enoate | 1258222-41-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E)-ethyl 3-methyl-8-(triisopropylsilyloxy)oct-2-enoate
• 英文别名: ethyl (E)-3-methyl-8-tri(propan-2-yl)silyloxyoct-2-enoate
• CAS: 1258222-41-1
• 化学式: C₂₀H₄₀O₃Si
• 分子量: 356.621
• InChiKey: NUOVFKYQVNEUGN-XDJHFCHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.25
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E)-ethyl 3-methyl-8-(triisopropylsilyloxy)oct-2-enoate 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (2Z)-ethyl 3-methyl-8-(triisopropylsilyloxy)oct-2-enoate
  参考文献：
  名称：

  Single isomer trisubstituted olefins bearing alkyl groups

  摘要：

  E-beta-Chloro-alpha-iodo-alpha,beta-unsaturated esters were converted to single isomer trisubstituted olefins bearing alkyl substituents by using and alkyl-Suzuki cross coupling. The process was highly selective, and the products in all cases were isolated as single isomers. Mechanistic investigations indicated that this process transfers a hydrogen from water to the alpha-position of the substrate, and then an alkyl group is introduced to the beta-position of the intermediate template while replacing a chloride. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.002
• 作为产物：
  描述：

  2-丁炔酸乙酯 、 5-(9-Borabicyclo[3.3.1]nonan-9-yl)pentoxy-tri(propan-2-yl)silane 在 三乙烯二胺 、 水 、 palladium diacetate 、 tricyclohexylphosphine tetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到(2E)-ethyl 3-methyl-8-(triisopropylsilyloxy)oct-2-enoate
  参考文献：
  名称：

  The Catalytic Addition of Alkyl Boranes to Alkynyl Esters Affording Single-Isomer Trisubstituted Olefins

  摘要：

  描述了一种生成一系列具有烷基取代基的三取代烯烃的方法，该方法采用选择性立体和选择性区位的加成反应至炔基酯。这种方法通过方便温和的转化生成单一异构体的三取代烯烃，其中烷基硼烷与炔基酯和酰胺通过钯催化进行交叉偶联反应。

  DOI：

  10.1055/s-0030-1259933

文献信息

• Single isomer trisubstituted olefins bearing alkyl groups
  作者：Thivisha Rajagopal、Alison B. Flynn、William W. Ogilvie

  DOI：10.1016/j.tet.2010.09.002

  日期：2010.11

  E-beta-Chloro-alpha-iodo-alpha,beta-unsaturated esters were converted to single isomer trisubstituted olefins bearing alkyl substituents by using and alkyl-Suzuki cross coupling. The process was highly selective, and the products in all cases were isolated as single isomers. Mechanistic investigations indicated that this process transfers a hydrogen from water to the alpha-position of the substrate, and then an alkyl group is introduced to the beta-position of the intermediate template while replacing a chloride. (C) 2010 Elsevier Ltd. All rights reserved.
• The Catalytic Addition of Alkyl Boranes to Alkynyl Esters Affording Single-Isomer Trisubstituted Olefins
  作者：William Ogilvie、Thivisha Rajagopal

  DOI：10.1055/s-0030-1259933

  日期：2011.5

  The generation of a series of trisubstituted olefins bearing alkyl substituents is described using a stereoselective and regio­selective addition to alkynyl esters. The method produces trisubstituted olefins as single isomers using a convenient and mild transformation in which alkyl boranes are cross-coupled with alkynyl esters and amides using palladium catalysis.

  描述了一种生成一系列具有烷基取代基的三取代烯烃的方法，该方法采用选择性立体和选择性区位的加成反应至炔基酯。这种方法通过方便温和的转化生成单一异构体的三取代烯烃，其中烷基硼烷与炔基酯和酰胺通过钯催化进行交叉偶联反应。