(R)-1,4-dimethyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole | 1427330-02-6

• 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: (R)-1,4-dimethyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole
• 英文别名: (4R)-1,4-dimethyl-2-(4-methylphenyl)sulfonyl-4,5,6,7-tetrahydroisoindole
• CAS: 1427330-02-6
• 化学式: C₁₇H₂₁NO₂S
• 分子量: 303.425
• InChiKey: MNRSFALYSLEWBH-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-1,4-dimethyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole 在 lithium aluminium tetrahydride 、 二乙二醇二甲醚 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 21.0h， 生成 (4R)-1,4-dimethyl-4,5,6,7-tetrahydro-2H-isoindole
  参考文献：
  名称：

  Application of In Situ-Generated Rh-Bound Trimethylenemethane Variants to the Synthesis of 3,4-Fused Pyrroles

  摘要：

  Rh-bound trimethylenemethane variants generated from the interaction of a Rh-carbenoid with an allene have been applied to the synthesis of substituted 3,4-fused pyrroles. The pyrrole products are useful starting points for the syntheses of various dipyrromethene ligands. Furthermore, the methodology has been applied to a synthesis of the natural product cycloprodigiosin, which demonstrates antitumor and immunosuppressor activity.

  DOI：

  10.1021/ja401380d
• 作为产物：
  描述：

  (7R)-7-methyl-9-(trimethylsilyl)nona-2,8-diyn-4-ol 在 噻吩-2-甲酸亚铜(I) 、 四丁基氟化铵 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 13.34h， 生成 4-methyl-N-(3-methylnona-2,6,7-trienylidene)benzenesulfonamide 、 (R)-1,4-dimethyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole
  参考文献：
  名称：

  Application of In Situ-Generated Rh-Bound Trimethylenemethane Variants to the Synthesis of 3,4-Fused Pyrroles

  摘要：

  Rh-bound trimethylenemethane variants generated from the interaction of a Rh-carbenoid with an allene have been applied to the synthesis of substituted 3,4-fused pyrroles. The pyrrole products are useful starting points for the syntheses of various dipyrromethene ligands. Furthermore, the methodology has been applied to a synthesis of the natural product cycloprodigiosin, which demonstrates antitumor and immunosuppressor activity.

  DOI：

  10.1021/ja401380d

文献信息

• Application of In Situ-Generated Rh-Bound Trimethylenemethane Variants to the Synthesis of 3,4-Fused Pyrroles
  作者：Erica E. Schultz、Richmond Sarpong

  DOI：10.1021/ja401380d

  日期：2013.3.27

  Rh-bound trimethylenemethane variants generated from the interaction of a Rh-carbenoid with an allene have been applied to the synthesis of substituted 3,4-fused pyrroles. The pyrrole products are useful starting points for the syntheses of various dipyrromethene ligands. Furthermore, the methodology has been applied to a synthesis of the natural product cycloprodigiosin, which demonstrates antitumor and immunosuppressor activity.