N-benzyl-1-phenylbutan-1-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-1-phenylbutan-1-amine
• 化学式: C₁₇H₂₁N
• mdl: MFCD00965241
• 分子量: 239.36
• InChiKey: GICYXFWFNKTIDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.294
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-butylidenebenzylamine 以70%的产率得到
  参考文献：
  名称：

  Katritzky Alan R., Hong Qingmei, Yang Zhijun, J. Org. Chem., 59 (1994) N 26, S 7947- 7948

  摘要：

  DOI：

文献信息

• Iridium-Catalyzed Reductive Alkylations of Secondary Amides
  作者：Wei Ou、Feng Han、Xiu-Ning Hu、Hang Chen、Pei-Qiang Huang

  DOI：10.1002/anie.201806747

  日期：2018.8.27

  Reported herein is the first direct, metal‐catalyzed reductive functionalization of secondary amides to give functionalized amines and heterocycles. The method is shown to have exceptionally broad scope with respect to suitable nucleophiles, which cover both hard and soft C nucleophiles as well as a P nucleophile. The reaction exhibits good chemoselectivity and tolerates several sensitive functional

  本文报道的是仲酰胺的第一个直接的，金属催化的还原性官能化反应，以生成官能化的胺和杂环。相对于合适的亲核试剂，该方法具有广泛的适用范围，既涵盖硬C亲核试剂，也包括软C亲核试剂和P亲核试剂。该反应表现出良好的化学选择性，并能耐受几个敏感的官能团。
• PROCESS FOR PRODUCING 1-SUBSTITUTED TRANS-4-(SUBSTITUTED AMINO) PIPERIDIN-3-OL
  申请人：Aikawa Toshiaki

  公开号：US20110172431A1

  公开（公告）日：2011-07-14

  A process is provided for producing a 1-substituted trans-4-(substituted amino)piperidin-3-ol represented by formula (III-1): The process includes a step of reacting a 1-substituted-3,4-epoxypiperidine represented by formula (I): with an amine compound represented by formula (II) in the presence of an inorganic lithium salt. By utilizing the process, trans-4-aminopiperidin-3-ol compounds useful as various chemical products, such as medicine intermediates, can be produced.

  提供了一种生产1-取代的反式-4-(取代氨基)哌啶-3-醇的过程，其化学式为(III-1)：该过程包括以下步骤：将一种化学式为(I)的1-取代-3,4-环氧哌啶与一种化学式为(II)的胺化合物在无机锂盐存在下反应。通过利用该过程，可以生产用途广泛的反式-4-氨基哌啶-3-醇化合物，如药物中间体等化学产品。
• Practical N-alkylation via homogeneous iridium-catalyzed direct reductive amination
  作者：Jing Wang、Wenji Wang、Xiongyu Yang、Jingwen Liu、Haizhou Huang、Mingxin Chang

  DOI：10.1007/s11426-022-1494-7

  日期：2023.2

  most efficient methods for amine synthesis. Herein we report a practical homogeneous DRA procedure utilizing iridium catalysis. Applying simple, readily available and inexpensive PPh3 and alike ligands along with iridium at a low loading, aldehydes and ketones reductively coupled with primary and secondary amines to efficiently form structurally and functionally diverse amine products, including a set

  直接还原胺化（DRA）是最有效的胺合成方法之一。在此，我们报告了一种利用铱催化的实用均相 DRA 程序。使用简单、容易获得且廉价的 PPh 3和类似的配体以及低负载量的铱、醛和酮与伯胺和仲胺还原偶联，有效地形成结构和功能多样的胺产品，包括一组药物和来自后期操作的化合物。反应条件异常温和且无添加剂，其中可以耐受氧气、水分、极性质子基团和多个其他官能团。对于目标产品，这种方法特别适用于提供多种可能的合成选择。10 克规模的合成进一步证明了该程序在实际胺合成中的潜力和前景。DFT 研究揭示了一种“外层”H 加成途径，其中π−π相互作用和氢键起着重要作用。
• PROCESS FOR PRODUCING 1-SUBSTITUTED TRANS-4-(SUBSTITUTED AMINO)PIPERIDIN-3-OL
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2351738A1

  公开（公告）日：2011-08-03

  A process for producing a 1-substituted trans-4-(substituted amino)piperidin-3-ol represented by formula (III-1): wherein R1 represents an aromatic carbocyclic group, an alkyl group having 1 to 12 carbon atoms which may be substituted with one or more aromatic carbocyclic groups, an alkenyl group having 2 to 14 carbon atoms which may be substituted with one or more aromatic carbocyclic groups, or an alkynyl group having 2 to 12 carbon atoms which may be substituted with one or more aromatic carbocyclic groups, and the like, which comprises a step of reacting a 1-substituted-3,4-epoxypiperidine represented by formula (I): with an amine compound represented by formula (II) in the presence of an inorganic lithium salt. By utilizing the process, trans-4-aminopiperidin-3-ol compounds useful as various chemical products, such as medicine intermediates, can be produced.

  一种生产式 (III-1) 所代表的 1-取代反式-4-(取代氨基)哌啶-3-醇的工艺： 其中 R1 代表芳香族碳环基团、具有 1 至 12 个碳原子且可被一个或多个芳香族碳环基团取代的烷基、具有 2 至 14 个碳原子且可被一个或多个芳香族碳环基团取代的烯基、或具有 2 至 12 个碳原子且可被一个或多个芳香族碳环基团取代的炔基等、 其中包括使式（I）代表的 1-取代-3,4-环氧哌啶反应的步骤： 与式 (II) 所代表的胺化合物反应 在无机锂盐存在下进行。利用该工艺可生产出反式-4-氨基哌啶-3-醇化合物，该化合物可用作各种化学产品，如医药中间体。
• Preparations of Secondary Amines and .beta.-Amino Esters via Additions of Grignard and Reformatsky Reagents to Imines and by One-Pot Reactions of Primary Amines, Aldehydes, and Grignards
  作者：Alan R. Katritzky、Qingmei Hong、Zhijun Yang

  DOI：10.1021/jo00116a027

  日期：1995.6

  Additions oi. Grignard and Reformatsky reagents to imines in the presence of 1-(trimethylsilyl)benzotriazole afforded in good yields the corresponding secondary amines and p-amino esters. The procedure is general as imines containing hydrogens a to both carbon and nitrogen can be employed. Extensions of this method to include imines containing other Lewis basic centers, e.g., those derived from furan-, thiophene-, indole-, and p-methoxybenzenecarboxaldehyde, have been successful in avoiding the potential complications which could result from the use of a Lewis acid as the activating : species. The imines need not be isolated, and a one-pot method for the synthesis of secondary amines from aldehydes, primary amines, and Grignard reagents is described.