N-[(1S)-1-phenylethyl]naphthalene-1-carboxamide | 19141-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[(1S)-1-phenylethyl]naphthalene-1-carboxamide
• CAS: 19141-53-8
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: NZESDFYICHCDPC-AWEZNQCLSA-N

物化性质

• 沸点：
  511.6±29.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-萘甲酸 、 (S)-(-)- α-甲基苄胺 在 4-(二甲胺基丙基)吡啶 、 3,5-双(三氟甲基)苯硼酸 作用下， 以 甲苯 为溶剂， 反应 9.0h， 以95%的产率得到N-[(1S)-1-phenylethyl]naphthalene-1-carboxamide
  参考文献：
  名称：

  硼酸-DMAPO协同催化羧酸与胺类的脱水缩合

  摘要：

  在共沸回流条件下，芳基硼酸和4-（N，N-二甲基氨基）吡啶N-氧化物（DMAPO）协同催化羧酸与胺类之间的脱水缩合反应，得到相应的酰胺。配合使用...

  DOI：

  10.1039/c5sc03761a

文献信息

• [EN] NEW CHIRAL STATIONARY PHASES FOR CHROMATOGRAPHY BASED ON AROMATIC ALLYL AMINES<br/>[FR] NOUVELLES PHASES STATIONNAIRES CHIRALES POUR CHROMATOGRAPHIE À BASE D'AMINES D'ALLYLE AROMATIQUES
  申请人：RUDJER BOSKOVIC INST

  公开号：WO2009109792A1

  公开（公告）日：2009-09-11

  New chiral stationary phases (CSPs) based on chiral selectors covalently bound on a solid support were prepared. Chiral selectors were obtained from enantiomerically pure aromatic amines and 3,5-dinitrobenzoic acid and then linked to the support surface through the allylic double bond. Such obtained materials allow enantioseparation of racemates or enantiomerically enriched compounds. These chiral stationary phases can be used as fillings in chromatographic columns for enantiomer separation of naproxen type drugs and other similar non-steroidal anti-inflammatory drugs (NSAID) by means of high performance liquid chromatography on both the analytical and preparative scale.

  基于手性选择剂共价结合在固体支持上的新手性固定相（CSPs）已经制备。手性选择剂是从对映异构纯芳香胺和3,5-二硝基苯甲酸中获得的，然后通过烯丙基双键连接到支持表面。这样获得的材料可以用于拆分混合物或对映富集化合物的手性分离。这些手性固定相可以作为色谱柱中的填料，通过高效液相色谱在分析和制备尺度上对萘普生类药物和其他类似的非甾体类抗炎药物（NSAID）进行对映异构体分离。
• Chiral self-discrimination of the enantiomers of α-phenylethylamine derivatives in proton NMR
  作者：Shao-Hua Huang、Zheng-Wu Bai、Ji-Wen Feng

  DOI：10.1002/mrc.2406

  日期：2009.5

  of chiral analytes, the urea and amide derivatives of α‐phenylethylamine, were prepared. The effect of inter‐molecular hydrogen‐bonding interaction on self‐discrimination of the enantiomers of analytes has been investigated using high‐resolution 1H NMR. It was found that the urea derivatives with double‐hydrogen‐bonding interaction exhibit not only the stronger hydrogen‐bonding interaction but also better

  制备了两种手性分析物，即 α-苯乙胺的尿素和酰胺衍生物。已使用高分辨率 1H NMR 研究了分子间氢键相互作用对分析物对映体自识别的影响。发现具有双氢键相互作用的脲衍生物不仅表现出更强的氢键相互作用，而且比酰胺衍生物（除了带有两个 NO2 基团的衍生物）具有更好的自识别能力。目前的结果表明，双氢键相互作用促进了手性化合物的自识别能力。版权所有 © 2009 John Wiley & Sons, Ltd.
• Highly Efficient Aminocarbonylation of Iodoarenes at Atmospheric Pressure Catalyzed by a Robust Acenaphthoimidazolyidene Allylic Palladium Complex
  作者：Weiwei Fang、Qinyue Deng、Mizhi Xu、Tao Tu

  DOI：10.1021/ol401550h

  日期：2013.7.19

  A robust allylic palladium-NHC complex was developed and exhibited extremely high catalytic activity toward aminocarbonylation of various (hetero)aryl iodides under atmospheric carbon monoxide pressure, in which a broad range of secondary and primary amines were well tolerated. In addition, the concise synthesis of an anticancer drug tamibarotene was accomplished even in a gram scale, further highlighting the practical applicability of the protocol.
• Boronic acid–DMAPO cooperative catalysis for dehydrative condensation between carboxylic acids and amines
  作者：Kazuaki Ishihara、Yanhui Lu

  DOI：10.1039/c5sc03761a

  日期：——

  Arylboronic acid and 4-(N,N-dimethylamino)pyridine N-oxide (DMAPO) cooperatively catalyse the dehydrative condensation reaction between carboxylic acids and amines to give the corresponding amides under azeotropic reflux conditions. The cooperative use of...

  在共沸回流条件下，芳基硼酸和4-（N，N-二甲基氨基）吡啶N-氧化物（DMAPO）协同催化羧酸与胺类之间的脱水缩合反应，得到相应的酰胺。配合使用...