3-(3,3,6,6-tetramethyl-3,4,6,7-tetrahydro-2H,5H-1,8-dioxa-3,6-disilaanthracen-10-yl)acrylic acid tert-butyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(3,3,6,6-tetramethyl-3,4,6,7-tetrahydro-2H,5H-1,8-dioxa-3,6-disilaanthracen-10-yl)acrylic acid tert-butyl ester
• 英文别名: tert-butyl (E)-3-(3,3,7,7-tetramethyl-2,4,6,8-tetrahydro-[1,3]oxasilino[5,6-g][1,3]benzoxasilin-5-yl)prop-2-enoate
• 化学式: C₂₁H₃₂O₄Si₂
• 分子量: 404.654
• InChiKey: IRFHQBKYMDIYSK-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-溴-3,5-二甲氧基苯 在 palladium diacetate 降冰片烯 、 氢碘酸 、 碘 、 叔丁基锂 、 四丁基碘化铵 、 potassium carbonate 、 caesium carbonate 、 三苯基膦 、 sodium iodide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 丙酮 、 正戊烷 为溶剂， 反应 50.08h， 生成 3-(3,3,6,6-tetramethyl-3,4,6,7-tetrahydro-2H,5H-1,8-dioxa-3,6-disilaanthracen-10-yl)acrylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of Tricyclic Heterocycles via a Tandem Aryl Alkylation/Heck Coupling Sequence

  摘要：

  A norbornene-mediated palladium-catalyzed sequence is described in which two alkyl-aryl bonds and one alkenyl-aryl bond are formed in one pot with use of microwave irradiation. A variety of symmetrical and unsymmetrical oxygen-, nitrogen-, silicon-, and sulfur-containing tricyclic heterocycles were synthesized from a Heck acceptor and an aryl iodide containing two tethered alkyl halides. This approach was further applied to the synthesis of a tricyclic mescaline analogue.

  DOI：

  10.1021/jo0617868

文献信息

• Synthesis of Tricyclic Heterocycles via a Tandem Aryl Alkylation/Heck Coupling Sequence
  作者：Dino Alberico、Alena Rudolph、Mark Lautens

  DOI：10.1021/jo0617868

  日期：2007.2.1

  A norbornene-mediated palladium-catalyzed sequence is described in which two alkyl-aryl bonds and one alkenyl-aryl bond are formed in one pot with use of microwave irradiation. A variety of symmetrical and unsymmetrical oxygen-, nitrogen-, silicon-, and sulfur-containing tricyclic heterocycles were synthesized from a Heck acceptor and an aryl iodide containing two tethered alkyl halides. This approach was further applied to the synthesis of a tricyclic mescaline analogue.