1-(4-Methylpiperazin-1-yl)-2,3-diphenylpropan-1-one | 1413940-06-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-Methylpiperazin-1-yl)-2,3-diphenylpropan-1-one
• 英文别名: 1-(4-methylpiperazin-1-yl)-2,3-diphenylpropan-1-one
• CAS: 1413940-06-3
• 化学式: C₂₀H₂₄N₂O
• 分子量: 308.423
• InChiKey: AMEZAJPSLZEMQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-Methylpiperazin-1-yl)-2,3-diphenylpropan-1-one 在 甲醇 、 二氧化碳 、 二乙胺 作用下， 生成 (2R)-1-(4-methylpiperazin-1-yl)-2,3-diphenylpropan-1-one 、 (2S)-1-(4-methylpiperazin-1-yl)-2,3-diphenylpropan-1-one
  参考文献：
  名称：

  Synthesis and biological characterization of a series of novel diaryl amide M1 antagonists

  摘要：

  Utilizing a combination of high-throughput and multi-step synthesis, SAR in a novel series of M-1 acetylcholine receptor antagonists was rapidly established. The efforts led to the discovery the highly potent M-1 antagonists 6 (VU0431263), and 8f (VU0433670). Functional Schild analysis and radioligand displacement experiments demonstrated the competitive, orthosteric binding of these compounds; human selectivity data are presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.011
• 作为产物：
  描述：

  N-甲基哌嗪 、 2,3-二苯基丙酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到1-(4-Methylpiperazin-1-yl)-2,3-diphenylpropan-1-one
  参考文献：
  名称：

  Synthesis and biological characterization of a series of novel diaryl amide M1 antagonists

  摘要：

  Utilizing a combination of high-throughput and multi-step synthesis, SAR in a novel series of M-1 acetylcholine receptor antagonists was rapidly established. The efforts led to the discovery the highly potent M-1 antagonists 6 (VU0431263), and 8f (VU0433670). Functional Schild analysis and radioligand displacement experiments demonstrated the competitive, orthosteric binding of these compounds; human selectivity data are presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.011

文献信息

• Metal-free direct alkylation of unfunctionalized allylic/benzylic sp³C–H bonds via photoredox induced radical cation deprotonation
  作者：Rong Zhou、Haiwang Liu、Hairong Tao、Xingjian Yu、Jie Wu

  DOI：10.1039/c7sc00953d

  日期：——

  recent efforts, a catalytic and convenient strategy for the direct alkylation of unactivated allylic or benzylic sp3 C-H bonds remains a formidable challenge facing the synthesis community. We herein report an unprecedented allylic/benzylic alkylation using only an organo-photoredox catalyst, which enables coupling of a broad scope of alkenes/arenes and electron-deficient alkenes in an atom- and redox-economic

  尽管最近做出了显着的努力，但未活化的烯丙基或苄基 sp3 CH 键直接烷基化的催化且方便的策略仍然是合成界面临的艰巨挑战。我们在此报告了仅使用有机光氧化还原催化剂进行的前所未有的烯丙基/苄基烷基化，该催化剂能够以原子和氧化还原经济的方式偶联广泛的烯烃/芳烃和缺电子烯烃。提出了光氧化还原诱导的烯烃/芳基自由基阳离子去质子化，以顺利生成关键的烯丙基和苄基自由基中间体。它代表了可见光条件下通过自由基阳离子去质子化形成的第一个 CC 键。所得产品可以轻松放大并直接转化为 γ,δ-不饱和或 α,β-二芳基酸、-酯、-酰胺、-吡唑、-异恶唑以及内酯，这使得这种温和且选择性的 sp3 成为可能。 CH 烷基化可快速获得复杂的生物活性分子。
• Visible‐Light‐Mediated Regioselective Allylation, Benzylation, and Silylation of Methylene‐Malononitriles via Photoredox‐Induced Radical Cation Fragmentation
  作者：Rongfang Liu、Shane Pui Mun Chia、Yi Yiing Goh、Han Wen Cheo、Binbin Fan、Ruifeng Li、Rong Zhou、Jie Wu

  DOI：10.1002/ejoc.201900902

  日期：2020.3.15

  Visible‐light‐mediated regioselevtive allylation, benzylation, and silylation of methylene‐malononitriles with silanes have been realized. The reactions proceed via a photoredox‐catalyzed σ‐C–Si+· or σ‐Si–Si+· type radical cation fragmentation.

  已经实现了可见光介导的区域取代烯丙基化，苄基化和亚甲基丙二腈与硅烷的甲硅烷基化。反应是通过光氧化还原催化的σC–Si + ·或σ‐Si–Si + ·型自由基阳离子裂解进行的。
• Synthesis and biological characterization of a series of novel diaryl amide M1 antagonists
  作者：Michael S. Poslusney、Christian Sevel、Thomas J. Utley、Thomas M. Bridges、Ryan D. Morrison、Nathan R. Kett、Douglas J. Sheffler、Colleen M. Niswender、J.S. Daniels、P.J. Conn、Craig W. Lindsley、Michael R. Wood

  DOI：10.1016/j.bmcl.2012.09.011

  日期：2012.11

  Utilizing a combination of high-throughput and multi-step synthesis, SAR in a novel series of M-1 acetylcholine receptor antagonists was rapidly established. The efforts led to the discovery the highly potent M-1 antagonists 6 (VU0431263), and 8f (VU0433670). Functional Schild analysis and radioligand displacement experiments demonstrated the competitive, orthosteric binding of these compounds; human selectivity data are presented. (C) 2012 Elsevier Ltd. All rights reserved.