3-苯基-3-(哌啶-1-基)丙酸甲酯 | 7032-62-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-苯基-3-(哌啶-1-基)丙酸甲酯
• 英文名称: 3-phenyl-3-piperidinopropionic acid methyl ester
• 英文别名: 3-phenyl-3-piperidino-propionic acid methyl ester；3-Phenyl-3-piperidino-propionsaeure-methylester；Methyl-β-phenyl-β-piperidinopropionat；β-Piperidino-hydrozimtsaeure-methylester；3-Piperidino-3-phenyl-propionsaeure-methylester；Methyl 3-phenyl-3-(piperidin-1-yl)propanoate；methyl 3-phenyl-3-piperidin-1-ylpropanoate
• CAS: 7032-62-4
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: OCCNZNNZMQOPKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-苯基-3-(哌啶-1-基)丙酸甲酯 、 草酸 以 异丙醇 为溶剂， 反应 2.0h， 生成 1-(2-methoxycarbonyl-1-phenyl-ethyl)-piperidinium oxalate
  参考文献：
  名称：

  Synthesis and CNS Activity of New 3-Amino-3-arylpropionic Acid Derivatives

  摘要：

  DOI：

  10.1211/146080899128734631
• 作为产物：
  描述：

  DL-3-氨基-3-苯基丙酸 在 氯化亚砜 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 36.5h， 生成 3-苯基-3-(哌啶-1-基)丙酸甲酯
  参考文献：
  名称：

  Synthesis and CNS Activity of New 3-Amino-3-arylpropionic Acid Derivatives

  摘要：

  DOI：

  10.1211/146080899128734631

文献信息

• Cu(acac)2 Immobilized in Ionic Liquids: A Recoverable and Reusable Catalytic System for Aza-Michael Reactions
  作者：M. Lakshmi Kantam、V. Neeraja、B. Kavita、B. Neelima、Mihir K. Chaudhuri、Sahid Hussain

  DOI：10.1002/adsc.200404361

  日期：2005.5

  Copper(II) acetylacetonate immobilized in ionic liquids efficiently catalyzes the aza-Michael reaction of amines with α,β-unsaturated carbonyl compounds to produce the corresponding β-amino carbonyl compounds with great alacrity in excellent yields. The reactions are far more facile than those reported earlier. The recovered ionic liquid phase containing the copper catalyst can be reused for several cycles

  固定在离子液体中的乙酰丙酮铜（II）有效催化胺与α，β-不饱和羰基化合物的aza-Michael反应，从而以极高的收率生产出具有很高的芳族度的相应β-氨基羰基化合物。这些反应比以前报道的要容易得多。所回收的含铜催化剂的离子液相可以以恒定的活性重复使用数个循环。
• B(OMe)₃as a Nonacidic Iminium Ion Generator in Mannich- and Ugi-Type Reactions
  作者：Yusuke Tanaka、Kousuke Hidaka、Tomoaki Hasui、Michinori Suginome

  DOI：10.1002/ejoc.200801190

  日期：2009.3

  Mannich-type reactions of aldehydes with secondary amines and a ketene silyl acetal were promoted by trimethoxyborane in DMSO to afford the corresponding β-amino esters in good yields. B(OMe)3 also promoted Ugi-type reactions ofaldehydes with secondary amines and isocyanides in 1,2-dichloroethane, which leads to the formation of α-amino amides. In these reactions, trimethoxyborane serves as an inexpensive

  三甲氧基硼烷在 DMSO 中促进醛与仲胺和乙烯酮甲硅烷基缩醛的曼尼希型反应，以良好的产率得到相应的 β-氨基酯。B(OMe)3 还促进醛与仲胺和异氰化物在 1,2-二氯乙烷中的 Ugi 型反应，从而形成 α-氨基酰胺。在这些反应中，三甲氧基硼烷用作廉价、市售且几乎非酸性的亚胺离子发生器。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Diarylborinic Acid Derivatives as a Catalytic Iminium Ion Generator in the Mannich-Type Reaction Using Secondary Amines, Aldehydes, and Ketene Silyl Acetals
  作者：Michinori Suginome、Yusuke Tanaka、Tomoaki Hasui

  DOI：10.1055/s-2008-1072724

  日期：2008.5

  Reactions of secondary amines, aldehydes, and ketene silyl acetals were efficiently promoted by catalytic amounts of diarylborinic acid esters, Ar 2 B(OR), affording β-amino esters selectively with no formation of the corresponding β-hydroxy esters.

  催化量的二芳基硼酸酯 Ar 2 B(OR) 有效地促进了仲胺、醛和乙烯酮甲硅烷基缩醛的反应，选择性地提供了 β-氨基酯，而不会形成相应的 β-羟基酯。
• The Addition of Saturated Heterocyclic Amines to Cinnamate Esters
  作者：C. B. Pollard、G. C. Mattson

  DOI：10.1021/ja01597a062

  日期：1956.8
• LiClO4 Accelerated Michael addition of amines to α,β-unsaturated olefins under solvent-free conditions
  作者：Najmedin Azizi、Mohammad R Saidi

  DOI：10.1016/j.tet.2003.11.012

  日期：2004.1

  Several primary and secondary amines were added to alpha,beta-unsaturated esters, nitriles, amides, and ketones to give the corresponding saturated amines mediated by solid lithium perchlorate under solvent-free and environmentally friendly conditions at room temperature. (C) 2003 Elsevier Ltd. All rights reserved.