5,7-dimethoxy-2-(4''-methoxyphenyl)-8-(trimethylstannyl)-spiro(chromane-4,2'-[1,3]dioxolane) | 157495-50-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5,7-dimethoxy-2-(4''-methoxyphenyl)-8-(trimethylstannyl)-spiro(chromane-4,2'-[1,3]dioxolane)
• 英文别名: [5',7'-Dimethoxy-2'-(4-methoxyphenyl)spiro[1,3-dioxolane-2,4'-2,3-dihydrochromene]-8'-yl]-trimethylstannane
• CAS: 157495-50-6
• 化学式: C₂₃H₃₀O₆Sn
• 分子量: 521.198
• InChiKey: XFMIOJQCSHWXIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  585.3±60.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,7-dimethoxy-2-(4''-methoxyphenyl)-8-(trimethylstannyl)-spiro(chromane-4,2'-[1,3]dioxolane) 、 lead(IV) tetraacetate 在 Hg(CH₃COO)2 作用下， 以 氯仿 为溶剂， 以77%的产率得到5,7-dimethoxy-2-(4''-methoxyphenyl)-8-(triacetoxyplumbyl)-spiro(chromane-4,2'-[1,3]dioxolane)
  参考文献：
  名称：

  Aryllead triacetates as synthons for the synthesis of biflavonoids. Part 1. Synthesis and reactivity of a flavanonyllead triacetate

  摘要：

  The 8-triacetoxyplumbylflavane derivative 11 was prepared in 4 steps in 28% overall yield from 4',5,7-flavanone. It reacted with the benzofuranone allyl beta-keto ester 12 to yield a 8-(benzofuran-2-yl)flavanone 13 in 66%. Removal of the allyl ester group and cleavage of the dioxolane ring afforded the 8-(3-oxobenzofuran-2-yl)flavanone. This reaction shows that complex polyfunctional aryllead triacetates can be made and selectively coupled with activated ketones.

  DOI：

  10.1039/p19940001791
• 作为产物：
  描述：

  三甲基氯化锡 、 8-bromo-4',5,7-trimethoxy-flavanone ethylene ketal 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以60%的产率得到5,7-dimethoxy-2-(4''-methoxyphenyl)-8-(trimethylstannyl)-spiro(chromane-4,2'-[1,3]dioxolane)
  参考文献：
  名称：

  Aryllead triacetates as synthons for the synthesis of biflavonoids. Part 1. Synthesis and reactivity of a flavanonyllead triacetate

  摘要：

  The 8-triacetoxyplumbylflavane derivative 11 was prepared in 4 steps in 28% overall yield from 4',5,7-flavanone. It reacted with the benzofuranone allyl beta-keto ester 12 to yield a 8-(benzofuran-2-yl)flavanone 13 in 66%. Removal of the allyl ester group and cleavage of the dioxolane ring afforded the 8-(3-oxobenzofuran-2-yl)flavanone. This reaction shows that complex polyfunctional aryllead triacetates can be made and selectively coupled with activated ketones.

  DOI：

  10.1039/p19940001791