N-benzyl-4-(benzylamino)butanamide | 64017-86-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-benzyl-4-(benzylamino)butanamide
• CAS: 64017-86-3
• 化学式: C₁₈H₂₂N₂O
• 分子量: 282.385
• InChiKey: YSOYBZOLGIMKHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-4-(benzylamino)butanamide 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 sodium acetate 、 苄胺 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以97%的产率得到1-苄基-2-吡咯烷酮
  参考文献：
  名称：

  内酯和胺催化铱催化的一步N取代内酰胺合成

  摘要：

  使用Ir催化剂可直接由内酯和胺类催化合成内酰胺。三个连续的转化-内酯的氨基分解，胺与羟酰胺的N-烷基化以及氨基酰胺的分子内氨基转移-使相应的N-取代的内酰胺得到满足。

  DOI：

  10.1021/acs.joc.5b00101
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 N-benzyl-4-(benzylamino)butanamide
  参考文献：
  名称：

  Stereoselective synthesis of (Z)-trifluoromethyl enamines and their Lewis acid-mediated conversion into (E)-isomers

  摘要：

  (Z)-beta-Trifluoromethyl enamines were prepared in high yield stereoselectively by reaction of 2-bromo-3,3,3-trifluoropropene with N-alkyl toluenesulfonamides and potassium t-butoxide in one pot via Michael addition and elimination processes. The (Z)-beta-trifluoromethyl enamines could be converted to the corresponding thermodynamically stable (E)-isomers promoted by Lewis acid catalysts at room temperature or thermal isomerization. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01157-7

文献信息

• Beta-lactam compounds
  申请人：BEECHAM GROUP PLC

  公开号：EP0101199A1

  公开（公告）日：1984-02-22

  A compound of formula (I) or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof: wherein R represents an alkyl or aralkyl group, substituted on an alkyl carbon atom other than that adjacent to -NH- group, with one or more functional groups selected from halogen, non-aromatic heterocyclyl linked through carbon, aromatic heterocyclyl, nitro, oxo, -OR1, SR1, -P(0)R2R3, -NR4R5, =NR6, or a sulphur linked organic radical, wherein R1, R2, R3, R4, R5 and R6 are various organic radicals. Processes for the preparation of these compounds and pharmaceutical compositions containing them are also disclosed.

  式 (I) 的化合物或其药学上可接受的盐或体内可水解的酯： 其中 R 代表烷基或芳烷基，在与-NH-基团相邻的烷基碳原子上被一个或多个官能团取代，官能团选自卤素、通过碳连接的非芳香杂环基、芳香杂环基、硝基、氧代、-OR1、SR1、-P(0)R2R3、-NR4R5、＝NR6 或硫连接的有机基，其中 R1、R2、R3、R4、R5 和 R6 是各种有机基。 此外，还公开了制备这些化合物和含有这些化合物的药物组合物的工艺。
• Investigations into the mechanism of lactamization of lactones yielding in a novel route to biologically active tryptamine derivatives
  作者：Michael Decker、Thi Thanh Huyen Nguyen、Jochen Lehmann

  DOI：10.1016/j.tet.2004.03.073

  日期：2004.5

  The mechanism of lactamization of corresponding lactones was investigated by means of gas chromatography and synthesis of possible intermediates as references. Lactones react with amines via the amino acid with subsequent elimination of water to the corresponding lactams. In the first step, also hydroxyamides are in equilibrium with the lactones and amines, respectively, which are not able to form the amide though. This mechanism opens a new approach for the synthesis of N-beta-disubstituted tryptamines. (C) 2004 Elsevier Ltd. All rights reserved.
• US4524073A
  申请人：——

  公开号：US4524073A

  公开（公告）日：1985-06-18
• Iridium-Catalyzed Single-Step <i>N</i>-Substituted Lactam Synthesis from Lactones and Amines
  作者：Kicheol Kim、Soon Hyeok Hong

  DOI：10.1021/acs.joc.5b00101

  日期：2015.4.17

  Catalytic lactam synthesis was achieved directly from lactones and amines using an Ir catalyst. Three sequential transformations—aminolysis of lactone, N-alkylation of amine with hydroxyamide, and intramolecular transamidation of aminoamide—afforded the corresponding N-substituted lactams.

  使用Ir催化剂可直接由内酯和胺类催化合成内酰胺。三个连续的转化-内酯的氨基分解，胺与羟酰胺的N-烷基化以及氨基酰胺的分子内氨基转移-使相应的N-取代的内酰胺得到满足。
• Stereoselective synthesis of (Z)-trifluoromethyl enamines and their Lewis acid-mediated conversion into (E)-isomers
  作者：Biao Jiang、Fangjiang Zhang、Wennan Xiong

  DOI：10.1016/s0040-4020(01)01157-7

  日期：2002.1

  (Z)-beta-Trifluoromethyl enamines were prepared in high yield stereoselectively by reaction of 2-bromo-3,3,3-trifluoropropene with N-alkyl toluenesulfonamides and potassium t-butoxide in one pot via Michael addition and elimination processes. The (Z)-beta-trifluoromethyl enamines could be converted to the corresponding thermodynamically stable (E)-isomers promoted by Lewis acid catalysts at room temperature or thermal isomerization. (C) 2002 Elsevier Science Ltd. All rights reserved.