2-(p-tolylsulfonylmethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one | 190730-49-5

• 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: 2-(p-tolylsulfonylmethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one
• 英文别名: (8-oxo-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-2-yl)methyl 4-methylbenzenesulfonate
• CAS: 190730-49-5
• 化学式: C₁₉H₁₉NO₅S
• 分子量: 373.43
• InChiKey: RYUDUNCASWVXNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-二甲基苄胺 、 2-(p-tolylsulfonylmethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 以46%的产率得到2-(2,4-dimethyl-benzylamino-methyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one
  参考文献：
  名称：

  New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives

  摘要：

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00349-4
• 作为产物：
  描述：

  (2S)-[2-(tert-butyl-dimethyl-silanyloxymethyl)-8-methyl-chroman-7-yl]-carbamic acid tert-butyl ester 以 吡啶 为溶剂， 反应 2.0h， 生成 2-(p-tolylsulfonylmethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one
  参考文献：
  名称：

  New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives

  摘要：

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00349-4

文献信息

• Chromane derivatives
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0771801B1

  公开（公告）日：1999-03-03