7-[3-(tert-butyldimethylsilyl)prop-2-yn-1-yl]-6-methyl-3-methylene-2-phenyl-2H-furo[3,2-c]pyran-4(3H)-one | 1422048-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 7-[3-(tert-butyldimethylsilyl)prop-2-yn-1-yl]-6-methyl-3-methylene-2-phenyl-2H-furo[3,2-c]pyran-4(3H)-one
• 英文别名: 7-[3-[Tert-butyl(dimethyl)silyl]prop-2-ynyl]-6-methyl-3-methylidene-2-phenylfuro[3,2-c]pyran-4-one；7-[3-[tert-butyl(dimethyl)silyl]prop-2-ynyl]-6-methyl-3-methylidene-2-phenylfuro[3,2-c]pyran-4-one
• CAS: 1422048-28-9
• 化学式: C₂₄H₂₈O₃Si
• 分子量: 392.57
• InChiKey: TYRZWKAXVZDOSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-[3-[Tert-butyl(dimethyl)silyl]prop-2-ynyl]-4-hydroxy-6-methylpyran-2-one 、 methyl 1-phenylprop-2-ynyl carbonate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,1'-双(二苯基膦)二茂铁 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以71%的产率得到7-[3-(tert-butyldimethylsilyl)prop-2-yn-1-yl]-6-methyl-3-methylene-2-phenyl-2H-furo[3,2-c]pyran-4(3H)-one
  参考文献：
  名称：

  Regiocontrolled Construction of Furo[3,2-c]pyran-4-one Derivatives by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 4-Hydroxy-2-pyrones

  摘要：

  The reaction of propargylic carbonates with 4-hydroxy-2-pyrones in the presence of a palladium catalyst is described. By the choice of the reaction temperature, two types of the substituted furo[3,2-c]pyran-4-one derivatives were regioselectively synthesized, respectively.

  DOI：

  10.1021/jo3027092

文献信息

• Regiocontrolled Construction of Furo[3,2-<i>c</i>]pyran-4-one Derivatives by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 4-Hydroxy-2-pyrones
  作者：Masahiro Yoshida、Tomomi Nakagawa、Kouki Kinoshita、Kozo Shishido

  DOI：10.1021/jo3027092

  日期：2013.2.15

  The reaction of propargylic carbonates with 4-hydroxy-2-pyrones in the presence of a palladium catalyst is described. By the choice of the reaction temperature, two types of the substituted furo[3,2-c]pyran-4-one derivatives were regioselectively synthesized, respectively.