1-(3,4,5-trimethoxyphenyl)-1-(trimethylsilyloxy)ethene | 405555-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(3,4,5-trimethoxyphenyl)-1-(trimethylsilyloxy)ethene
• 英文别名: 1-(3,4,5-trimethoxyphenyl)-1-trimethylsilyloxyethylene；3,4,5-trimethoxy-α-(trimethylsiloxy)styrene；Trimethyl-[1-(3,4,5-trimethoxyphenyl)ethenoxy]silane
• CAS: 405555-15-9
• 化学式: C₁₄H₂₂O₄Si
• 分子量: 282.412
• InChiKey: HNSOTLCFYMLXOK-UHFFFAOYSA-N

物化性质

• 沸点：
  330.2±37.0 °C(Predicted)
• 密度：
  1.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3,4,5-trimethoxyphenyl)-1-(trimethylsilyloxy)ethene 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-((R)-2-{(S)-6,7-Dimethoxy-1-[2-oxo-2-(3,4,5-trimethoxy-phenyl)-ethyl]-1H-isoquinolin-2-yl}-1-methyl-2-oxo-ethyl)-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Nagata, Kazuhiro; Itoh, Takashi; Kameoka, Keiko, Heterocycles, 2001, vol. 55, # 12, p. 2269 - 2272

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基氯硅烷 、 3',4',5'-三甲氧基苯乙酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 以4.85 g的产率得到1-(3,4,5-trimethoxyphenyl)-1-(trimethylsilyloxy)ethene
  参考文献：
  名称：

  以丙氨酸衍生物为手性助剂合成异喹啉生物碱及其相关化合物。

  摘要：

  通过使用丙氨酸衍生物作为手性助剂的反应获得的手性1-取代的异喹啉衍生物被转化为（S）-2,3,9,10,11-五甲氧基高原型小ine碱（7）和O-甲基克雷西金的合成中间体（ 9）产率高且立体选择性高。异喹啉的相应手性烯丙基衍生物以高度对映选择性的方式转化为吡咯烷基异喹啉（16）。

  DOI：

  10.1248/cpb.51.951

文献信息

• Unified Approach to Isoindolinones and THIQs via Lewis Acid Catalyzed Domino Mukaiyama–Mannich Lactamization/Alkylations: Application in the Synthesis of (±)-Homolaudanosine
  作者：Sivasankaran Dhanasekaran、Anirban Kayet、Arun Suneja、Vishnumaya Bisai、Vinod K. Singh

  DOI：10.1021/acs.orglett.5b01197

  日期：2015.6.5

  variety of isoindolinones and tetrahydroisoquinolines via a Lewis acid catalyzed domino Mukaiyama–Mannich lactamization/alkylation is achieved. This transformation comprises a sequential formation of three new bonds through a one-pot, three-component procedure to afford product in moderate to high yields. A concise synthesis of (±)-homolaudanosine (2b) has been achieved using this method.

  通过路易斯酸催化的多米诺山Mukaiyama–Mannich内酰胺化/烷基化反应，可以实现新颖而有效的多种异吲哚啉酮和四氢异喹啉的合成。这种转变包括通过一锅三组分程序依次形成三个新的键，以提供中等至高收率的产物。使用此方法已实现了（±）-高麦芽糖苷（2b）的简明合成。
• The Synthesis of Isoquinoline Alkaloid and Its Related Compounds Using Alanine Derivatives as Chiral Auxiliaries
  作者：Takashi Itoh、Kazuhiro Nagata、Masashi Yokoya、Michiko Miyazaki、Keiko Kameoka、Shigeru Nakamura、Akio Ohsawa

  DOI：10.1248/cpb.51.951

  日期：——

  Chiral 1-substituted isoquinoline derivatives, which were obtained by the reaction using alanine derivatives as chiral auxiliaries, were transformed to (S)-2,3,9,10,11-pentamethoxyhomoprotoberberine (7) and a synthetic intermediate for O-methylkreysigine (9) in good yields and high stereoselectivity. The corresponding chiral allyl derivative of isoquinoline was transformed to a pyrrolidinoisoquinoline

  通过使用丙氨酸衍生物作为手性助剂的反应获得的手性1-取代的异喹啉衍生物被转化为（S）-2,3,9,10,11-五甲氧基高原型小ine碱（7）和O-甲基克雷西金的合成中间体（ 9）产率高且立体选择性高。异喹啉的相应手性烯丙基衍生物以高度对映选择性的方式转化为吡咯烷基异喹啉（16）。
• Nagata, Kazuhiro; Itoh, Takashi; Kameoka, Keiko, Heterocycles, 2001, vol. 55, # 12, p. 2269 - 2272
  作者：Nagata, Kazuhiro、Itoh, Takashi、Kameoka, Keiko、Miyazaki, Michiko、Ohsawa, Akio

  DOI：——

  日期：——
• Sulfur‐Free Radical RAFT Polymerization of Methacrylates in Homogeneous Solution: Design of <i>exo</i> ‐Olefin Chain‐Transfer Agents (R−CH ₂ C(=CH ₂ )Z)
  作者：Maki Amano、Mineto Uchiyama、Kotaro Satoh、Masami Kamigaito

  DOI：10.1002/anie.202212633

  日期：2022.12.23

  AbstractIn this work, the development of exo‐olefin compounds (R−CH2C(=CH2)Z) as chain‐transfer agents for the sulfur‐free reversible addition‐fragmentation chain transfer (RAFT) radical polymerization of methacrylates in homogeneous solution is described. A series of exo‐olefin compounds with a methyl methacrylate (MMA) dimer structure as the R group and a substituted α‐methylstyrene unit as the −CH2C(=CH2)Z (Z: Ph−Y) group were synthesized and used for the radical polymerization of MMA in toluene and PhC(CF3)2OH. These compounds underwent transfer of the CH2C(=CH2)Z group via addition‐fragmentation of the propagating methacryloyl radical. More electron‐donating (Y) substituents, such as methoxy and dimethylamino groups, produced polymers with narrower molecular weight distributions. A continuous monomer addition method further improved molecular weight control and enabled the synthesis of colorless, sulfur‐free, multiblock copolymers of methacrylates in homogeneous solutions.