(S)-2-Hydroxymethyl-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one | 210171-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (S)-2-Hydroxymethyl-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one
• 英文别名: (2S)-2-(hydroxymethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one
• CAS: 210171-52-1
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: YKSFVJWEGJSUEM-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-2-Hydroxymethyl-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indol-8-one 在 三乙胺 作用下， 以 吡啶 、 二甲基亚砜 为溶剂， 生成 (S)-2-(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：

  8-methyl-7-nitro-4-oxo-4H-chromene-2-carboxylic acid ethyl ester 在 咪唑 、 锂硼氢 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-Hydroxymethyl-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