tert-butyl-(3-hex-5-ynyl-5,8-bis-methoxymethoxy-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane | 1214266-70-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl-(3-hex-5-ynyl-5,8-bis-methoxymethoxy-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane
• 英文别名: Tert-butyl-[3-hex-5-ynyl-5,8-bis(methoxymethoxy)-2,2-dioxo-1,4-dihydrobenzo[f][2]benzothiol-4-yl]-dimethylsilane；tert-butyl-[3-hex-5-ynyl-5,8-bis(methoxymethoxy)-2,2-dioxo-1,4-dihydrobenzo[f][2]benzothiol-4-yl]-dimethylsilane
• CAS: 1214266-70-2
• 化学式: C₂₈H₄₀O₆SSi
• 分子量: 532.774
• InChiKey: HAGAQDPVEZDQQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl-(3-hex-5-ynyl-5,8-bis-methoxymethoxy-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane 在 乙酰氯 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 4-(tert-butyldimethylsilanyl)-3-hex-5-ynyl-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophene-5,8-diol
  参考文献：
  名称：

  Exploration of Braverman Reaction Chemistry. Synthesis of Tricyclic Dihydrothiophene Dioxide Derivatives from Bispropargyl Sulfones

  摘要：

  The base-mediated bicyclization Of unsymmetrical bispropargyl sulfones furnishes varying yields of dihydroisobenzothiophene dioxides through a presumed diradical intermediate. Attempts to trap a putative thiophene dioxide intermediate via Diels-Alder reaction with a pendant alkyne were not successful.

  DOI：

  10.3987/com-09-11840
• 作为产物：
  描述：

  {3-[3-(2,5-bis-methoxymethoxyphenyl)prop-2-yne-1sulfonyl]nona-1,8-diynyl}tert-butyldimethylsilane 在 三乙胺 作用下， 以 苯 为溶剂， 反应 72.0h， 以45%的产率得到tert-butyl-(3-hex-5-ynyl-5,8-bis-methoxymethoxy-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane
  参考文献：
  名称：

  Exploration of Braverman Reaction Chemistry. Synthesis of Tricyclic Dihydrothiophene Dioxide Derivatives from Bispropargyl Sulfones

  摘要：

  The base-mediated bicyclization Of unsymmetrical bispropargyl sulfones furnishes varying yields of dihydroisobenzothiophene dioxides through a presumed diradical intermediate. Attempts to trap a putative thiophene dioxide intermediate via Diels-Alder reaction with a pendant alkyne were not successful.

  DOI：

  10.3987/com-09-11840

文献信息

• Exploration of Braverman Reaction Chemistry. Synthesis of Tricyclic Dihydrothiophene Dioxide Derivatives from Bispropargyl Sulfones
  作者：Ken S. Feldman、Brandon R. Selfridge

  DOI：10.3987/com-09-11840

  日期：——

  The base-mediated bicyclization Of unsymmetrical bispropargyl sulfones furnishes varying yields of dihydroisobenzothiophene dioxides through a presumed diradical intermediate. Attempts to trap a putative thiophene dioxide intermediate via Diels-Alder reaction with a pendant alkyne were not successful.