ethyl 6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enoate | 445424-75-9

• 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: ethyl 6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enoate
• CAS: 445424-75-9
• 化学式: C₂₅H₃₄O₃Si
• 分子量: 410.629
• InChiKey: KDRUCBFSQZTSCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  469.3±45.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enoate 在 mercury(II) diacetate 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 生成 6-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-3-vinyl-hexan-1-ol
  参考文献：
  名称：

  Diastereoselective ring-closing metathesis for the construction of a quaternary carbon stereogenic center

  摘要：

  A diastereoselective ring-closing metathesis of the trienes I leading to the Formation of a quaternary carbon stereogenic center on the cyclohexenes 2 has been developed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00162-4
• 作为产物：
  描述：

  4-(tert-butyldiphenylsiloxy)-N-methoxy-N-methylbutyramide 在 sodium hydride 作用下， 以 乙二醇二甲醚 、 乙醚 为溶剂， 生成 ethyl 6-(tert-butyldiphenylsilyloxy)-3-methylhex-2-enoate
  参考文献：
  名称：

  Diastereoselective ring-closing metathesis for the construction of a quaternary carbon stereogenic center

  摘要：

  A diastereoselective ring-closing metathesis of the trienes I leading to the Formation of a quaternary carbon stereogenic center on the cyclohexenes 2 has been developed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00162-4

文献信息

• Efficient One-to-One Coupling of Easily Available 1,3-Dienes with Carbon Dioxide
  作者：Jun Takaya、Kota Sasano、Nobuharu Iwasawa

  DOI：10.1021/ol2002094

  日期：2011.4.1

  reaction of atmospheric pressure carbon dioxide with 1,3-dienes is realized for the first time through PSiP-pincer type palladium-catalyzed hydrocarboxylation. The reaction is applicable to various 1,3-dienes including easily available chemical feedstock such as 1,3-butadiene and isoprene. This protocol affords a highly useful method for the synthesis of β,γ-unsaturated carboxylic acid derivatives from

  通过PSiP-钳子型钯催化的加氢羧化反应，首次实现了大气压二氧化碳与1,3-二烯的高效一对一偶联反应。该反应适用于各种1，3-二烯，包括容易获得的化学原料，例如1，3-丁二烯和异戊二烯。该方案为从CO 2合成β，γ-不饱和羧酸衍生物提供了一种非常有用的方法。
• Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols
  作者：Qi Zhang、Si‐Wei Zhou、Chang‐Yun Shi、Liang Yin

  DOI：10.1002/anie.202110709

  日期：2021.12.6

  A catalytic asymmetric allylic substitution with NHC-stabilized copper(I) homoenolates generated from cyclopropanols is developed that affords γ-chiral ketones in excellent regio- and high enantioselectivities. This process enables the generation of chiral quaternary carbon centers and features a broad substrate scope.

  开发了一种催化不对称烯丙基取代，用 NHC 稳定的铜 (I) 均烯醇化物从环丙醇生成，以优异的区域选择性和高对映选择性提供 γ-手性酮。该过程能够产生手性四元碳中心并具有广泛的底物范围。
• Synthetic studies toward neovibsanins A and B: construction of the neovibsanin core utilizing palladium(0)-catalyzed carbonylative cyclization with carbon monoxide
  作者：Tomoyuki Esumi、Ming Zhao、Taishi Kawakami、Mayuna Fukumoto、Masao Toyota、Yoshiyasu Fukuyama

  DOI：10.1016/j.tetlet.2008.02.168

  日期：2008.4

  The core A-ring of neovibsanins A (1) and B (2), which are potent neurotrophic agents isolated from the leaves of Viburnum awabuki, have been effectively constructed by the intramolecular palladium(0)-catalyzed carbonylative cyclization of alkenyl iodide with carbon monoxide.

  新型Vivisansanins A（1）和B（2）的核心A环是一种有效的神经营养剂，它是从川荚burn的叶片中分离出来的，它是通过分子内钯（0）催化碳烯基碘化物的羰基化环化反应而有效地构建的。一氧化碳。
• Enantioselective Intramolecular Michael Addition of Nitronates onto Conjugated Esters: Access to Cyclic γ-Amino Acids with up to Three Stereocenters
  作者：William J. Nodes、David R. Nutt、Ann M. Chippindale、Alexander J. A. Cobb

  DOI：10.1021/ja9092083

  日期：2010.1.13