(3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-(4-methoxyphenyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole | 1426342-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-(4-methoxyphenyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole
• CAS: 1426342-07-5
• 化学式: C₂₉H₄₁NO₄SSn
• 分子量: 618.425
• InChiKey: FLRGDQWUXHCIKT-PSRRLOEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  66.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,5-二溴-1,2-二甲氧基苯 、 (3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-(4-methoxyphenyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole 在 三乙烯二胺 、 二(三叔丁基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以64%的产率得到(3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(4-methoxyphenyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole
  参考文献：
  名称：

  Pd-Catalyzed Tandem sp²–sp³ Coupling Reactions of Chiral Stannolanes: An Efficient Preparation of Optically Active Tetrahydrobenz[f]isoindoles

  摘要：

  A novel double Migita-Kosugi-Stille coupling reaction with dihydrostannolanes, which are readily available from a radical cascade reaction, was achieved with dihalobenzenes in the presence of a palladium catalyst. Use of unsymmetrical 1-bromo-2-iodobenzene derivatives accomplished the double coupling reaction which gave tetrahydrobenz[f]isoindoles in a regioselective manner.

  DOI：

  10.1021/ol4003948
• 作为产物：
  描述：

  (3S,3aS)-tert-butyl 5,5-dibutyl-3-(4-methoxyphenyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole-3a-carboxylate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以92%的产率得到(3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-(4-methoxyphenyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole
  参考文献：
  名称：

  Pd-Catalyzed Tandem sp²–sp³ Coupling Reactions of Chiral Stannolanes: An Efficient Preparation of Optically Active Tetrahydrobenz[f]isoindoles

  摘要：

  A novel double Migita-Kosugi-Stille coupling reaction with dihydrostannolanes, which are readily available from a radical cascade reaction, was achieved with dihalobenzenes in the presence of a palladium catalyst. Use of unsymmetrical 1-bromo-2-iodobenzene derivatives accomplished the double coupling reaction which gave tetrahydrobenz[f]isoindoles in a regioselective manner.

  DOI：

  10.1021/ol4003948