(S)-5-(1-methylpyrrolidin-2-yl)-2,3-dihydrofuro[2,3-b]pyridine | 1211961-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (S)-5-(1-methylpyrrolidin-2-yl)-2,3-dihydrofuro[2,3-b]pyridine
• 英文别名: 5-[(2S)-1-methylpyrrolidin-2-yl]-2,3-dihydrofuro[2,3-b]pyridine
• CAS: 1211961-03-3
• 化学式: C₁₂H₁₆N₂O
• 分子量: 204.272
• InChiKey: ZTMRHWWIPSHXFA-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-2-(2-chloro-5-(1-methylpyrrolidin-2-yl)pyridin-3-yl)ethanol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到(S)-5-(1-methylpyrrolidin-2-yl)-2,3-dihydrofuro[2,3-b]pyridine
  参考文献：
  名称：

  Synthesis of Fused-Ring Nicotine Derivatives from (S)-Nicotine

  摘要：

  The synthesis of novel fused-ring bicyclic (4-6) and tricyclic(7-10) nicotine derivatives from natural (S)-nicotine are described. Enantiopure bicyclic dioxino, dihydrofuo, and dihydropyranol nicotine derivatives as well as tricylic benzofuro and benzopyran derivatives were synthesized from simple alkoxy or halonicotine intermediates. Attempts to synthesize furonicotines (11, 12) resulted in formation of the furonicotine dimers 42 and 49.

  DOI：

  10.1021/jo9026929

文献信息

• SYNTHESIS AND REGIOSELECTIVE SUBSTITUTION OF 6-HALO-AND 6-ALKOXY NICOTINE DERIVATIVES
  申请人：Comins Daniel L.

  公开号：US20070232665A1

  公开（公告）日：2007-10-04

  The present invention provides active compounds for modulating nicotinic acetylcholine receptors and methods of making the same. The methods of preparing the active compounds utilize different intermediate compounds.

  本发明提供了用于调节尼古丁乙酰胆碱受体的活性化合物以及制备这些化合物的方法。制备活性化合物的方法利用不同的中间化合物。
• SYNTHESIS AND REGIOSELECTIVE SUBSTITUTION OF 6-HALO- AND 6-ALKOXY NICOTINE DERIVATIVES
  申请人：Comins Daniel L.

  公开号：US20100331323A1

  公开（公告）日：2010-12-30

  The present invention provides active compounds for modulating nicotinic acetylcholine receptors and methods of making the same. The methods of preparing the active compounds utilize different intermediate compounds.
• US7820826B2
  申请人：——

  公开号：US7820826B2

  公开（公告）日：2010-10-26
• US8389732B2
  申请人：——

  公开号：US8389732B2

  公开（公告）日：2013-03-05
• Synthesis of Fused-Ring Nicotine Derivatives from (<i>S</i>)-Nicotine
  作者：Pauline W. Ondachi、Daniel L. Comins

  DOI：10.1021/jo9026929

  日期：2010.3.5

  The synthesis of novel fused-ring bicyclic (4-6) and tricyclic(7-10) nicotine derivatives from natural (S)-nicotine are described. Enantiopure bicyclic dioxino, dihydrofuo, and dihydropyranol nicotine derivatives as well as tricylic benzofuro and benzopyran derivatives were synthesized from simple alkoxy or halonicotine intermediates. Attempts to synthesize furonicotines (11, 12) resulted in formation of the furonicotine dimers 42 and 49.