(R)-N-isobutyl-1-phenylethylamine | 133469-20-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-N-isobutyl-1-phenylethylamine
• 英文别名: 2-methyl-N-[(1R)-1-phenylethyl]propan-1-amine
• CAS: 133469-20-2
• 化学式: C₁₂H₁₉N
• 分子量: 177.29
• InChiKey: GSYBPFPVGKYUTI-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  三氟乙酸酐 、 (R)-N-isobutyl-1-phenylethylamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Cyclometallated Imides as Templates for the H‐Bond Directed Iridium‐Catalyzed Asymmetric Hydrogenation of N‐Methyl, N‐Alkyl and N‐Aryl Imines

  摘要：

  A combined computational and experimental approach allowed us to develop the most selective catalysts for the direct hydrogenation of N‐methyl and N‐alkyl imines described to date. Iridium catalysts with a cyclometallated cyclic imide group provide selectivity of up to 99% enantiomeric excess. Computational studies show that the selectivity results from the combined effect of H‐bonding of the imide C=O with the substrate iminium ion and a stabilizing π‐π interaction with the cyclometallated ligand. The cyclometallated ligand thus exhibits a unique mode of action, serving as a template for the H‐bond directed approach of the substrate which results in enhanced selectivity. The catalyst (2) has been synthesized and isolated as a crystalline air‐stable solid. X‐ray analysis of 2 confirmed the structure of the catalyst and the correct position of the imide C=O groups to engage in an H‐bond with the substrate. 19F‐NMR real‐time monitoring showed the hydrogenation of N‐methyl imines catalyzed by 2 is very fast, with a TOF of approx. 3500 h‐1.

  DOI：

  10.1002/anie.202404955
• 作为产物：
  描述：

  (R)-N-isobutylidene-1-phenylethylamine 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以78%的产率得到(R)-N-isobutyl-1-phenylethylamine
  参考文献：
  名称：

  Duhamel, L.; Ravard, A.; Plaquevent, J. C., Bulletin de la Societe Chimique de France, 1990, # 6, p. 787 - 797

  摘要：

  DOI：

文献信息

• Liquid Chromatographic Resolution of Fendiline and Its Analogues on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid
  作者：Ga Lee、Myung Hyun

  DOI：10.3390/molecules191221386

  日期：——

  analogues were resolved on a CSP based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Fendiline was resolved quite well with the separation factor (α) of 1.25 and resolution (RS) of 1.55 when a mobile phase consisting of methanol-acetonitrile-trifluoroacetic acid-triethylamine at a ratio of 80/20/0.1/0.5 (v/v/v/v) was used. The comparison of the chromatographic behaviors for the resolution of fendiline

  芬迪林是一种有效的抗心绞痛治疗冠心病的药物，其十六种类似物在基于（+）-（18-crown-6）-2,3,11,12-四羧酸的CSP上拆分。当流动相由比例为80/20 / 0.1 / 0.5（v / v）的甲醇-乙腈-三氟乙酸-三乙胺组成的流动相时，芬迪林的分离度（α）为1.25，分离度（RS）为1.55 / v / v）。色谱分析法比较了芬迪林及其类似物的拆分行为，表明与芬迪林仲氨基键合的3,3-二苯丙基在手性识别中很重要，而苯基与苯丙氨酸之间的空间体积差异也很重要。芬迪林手性中心的甲基在手性识别中也很重要。
• COMPOUNDS USEFUL AS INHIBITORS OF HELIOS PROTEIN
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20210147383A1

  公开（公告）日：2021-05-20

  Disclosed are compounds of Formula (I): or a salt thereof, wherein: Z is CR 6 R 6 or C═O; Ring A is: and R 1 , R 2 , R 3 , R 4 , R 5 , m, and n are defined herein. Also disclosed are methods of using such compounds to inhibit Helios protein, and pharmaceutical compositions comprising such compounds. These compounds are useful in the treatment of viral infections and proliferative disorders, such as cancer.

  公开的化合物为Formula (I)的化合物或其盐，其中：Z为CR6R6或C═O；环A为：而R1、R2、R3、R4、R5、m和n在此处有定义。还公开了使用这些化合物抑制Helios蛋白的方法，以及包含这些化合物的药物组合物。这些化合物在治疗病毒感染和增生性疾病（如癌症）方面非常有用。
• NOVEL BORATE DERIVATIVES AND THEIR APPLICATIONS
  申请人：HEISE Glenn L.

  公开号：US20120289733A1

  公开（公告）日：2012-11-15

  Borates, compositions comprising chiral (cyclic and acyclic) and achiral (cyclic and acyclic) borates; chiral (cyclic and acyclic) and achiral (cyclic and acyclic) biborates; and methods for their synthesis. Additionally, a significantly improved synthetic protocol for the synthesis of wide range of boronates starting from borates or biborates and Grignard or organolithium reagents that can be used for kilo lab and commercial scale production.

  硼酸盐，包括手性（环状和非环状）和非手性（环状和非环状）硼酸盐的组合物；手性（环状和非环状）和非手性（环状和非环状）双硼酸盐；以及它们的合成方法。此外，还有一种显著改进的合成方案，用于合成从硼酸盐或双硼酸盐以及格氏试剂或有机锂试剂出发的广泛范围的硼酸酯，可用于千克级实验室和商业规模生产。
• N-(2-phenylethyl)sulfamide derivatives as integrin alpha4 antagonists
  申请人：Jimenez Mayorga Miguel Juan

  公开号：US20070179183A1

  公开（公告）日：2007-08-02

  Compounds of the following formula and salts thereof are described as integrin α4-antagonists, wherein the various symbols are as defined in the specification.

  以下化合物及其盐被描述为整合素α4拮抗剂，其中各种符号如规范中定义。
• DUHAMEL, L.;RAVARD, A.;PLAQUEVENT, J. C.;PLE, G.;DAVOUS, D., BULL. SOC. CHIM. FR. ,(1990) N, C. 787-797
  作者：DUHAMEL, L.、RAVARD, A.、PLAQUEVENT, J. C.、PLE, G.、DAVOUS, D.

  DOI：——

  日期：——