N¹,N²-bis(adamantan-1-yl)oxamide | 136860-54-3

• 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: N¹,N²-bis(adamantan-1-yl)oxamide
• 英文别名: Bis(adamantan-1-yl)oxamide；N,N'-bis(1-adamantyl)oxamide
• CAS: 136860-54-3
• 化学式: C₂₂H₃₂N₂O₂
• 分子量: 356.508
• InChiKey: WZSLZOBFOVJLHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  草酰氯 、 金刚烷胺 生成 N¹,N²-bis(adamantan-1-yl)oxamide
  参考文献：
  名称：

  17O NMR studies on ?-diamides

  摘要：

  O-17 NMR spectra of several alpha-diemides were obtained at natural isotopic abundance in acetonitrile solution in order to study the conformations of these compounds in solution. The O-17 NMR shifts vary with the intercarbonyl dihedral angle alpha in a sense opposite to that observed for alpha-diketones. (C) 1998 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199806)11:6<387::aid-poc11>3.0.co;2-b

文献信息

• Adamantylation and Adamantylalkylation of Amides, Nitriles and Ureas in Trifluoroacetic Acid
  作者：Elvira Shokova

  DOI：10.1055/s-1997-1304

  日期：1997.9

  A new preparative method for N-adamantylation of carboxylic acid amides, ureas and for C5-adamantylation of barbituric acid in trifluoroacetic acid (TFA) is proposed. Tertiary 1-adamantanols and 1-(1-adamantyl)alkanols were used as adamantylating agents. The reaction of 1-(1-adamantyl)alkanols with nitriles in TFA solution was employed for the first time for the preparation of N-[1-(1-adamantyl)alkyl]amides.

  提出了一种在三氟乙酸（TFA）中进行羧酸酰胺、脲的N-金刚烷基化和巴比妥酸的C5-金刚烷基化的新制备方法。使用了三级的1-金刚烷醇和1-(1-金刚烷基)烷醇作为金刚烷基化试剂。首次采用了1-(1-金刚烷基)烷醇与腈在TFA溶液中的反应来制备N-[1-(1-金刚烷基)烷基]酰胺。
• Ligand Promoted Olefination of Anilides for Indirectly Introducing Fluorinated Functional Groups via Palladium Catalyst
  作者：Dongjie Wang、Xu Xu、Jingyu Zhang、Yingsheng Zhao

  DOI：10.1021/acs.joc.0c02701

  日期：2021.2.5

  We report a palladium-catalyzed, ligand promoted, C–H fluorine-containing olefination of anilides with 4-bromo-3,3,4,4-tetrafluorobutene as the fluorinated reagent, which has a potential transformation into other compounds due to its -CF2CF2Br functional group. -CF2CF2H was obtained by using the mild reducing agent sodium borohydride. Bioactive compounds such as aminoglutethimide derivative and propham

  我们报告了以4-溴-3,3,4,4-四氟丁烯为氟化试剂的钯催化的，配体促进的，苯甲酰化的C–H含氟烯烃的氟化反应，由于其- CF 2 CF 2 Br官能团。- CF 2 CF 2 H为通过使用温和的还原剂硼氢化钠获得。生物活性化合物，例如氨基戊二酰亚胺衍生物和丙胺在该反应中具有良好的耐受性，这两者都突出了该方法的合成重要性。
• Shokova; Musulu, Tasula; Luzikov, Russian Journal of Organic Chemistry, 1999, vol. 35, # 6, p. 844 - 856
  作者：Shokova、Musulu, Tasula、Luzikov、Kovalev

  DOI：——

  日期：——
• Synthesis and investigation of viral-inhibitory activity of nitrogen-containing derivatives of adamantane
  作者：Yu. N. Klimochkin、I. K. Moiseev、G. V. Vladyko、L. V. Korobchenko、E. I. Boreko

  DOI：10.1007/bf00772005

  日期：1991.7
• Synthesis and Properties of Ethyl [(Adamantan-1-yl)alkylene(phenylene)amino]oxoacetates and N1,N2-Bis[(adamantan-1-yl)alkylene(phenylene)]oxamides
  作者：V. S. D’yachenko、V. V. Burmistrov、G. M. Butov

  DOI：10.1134/s107042801911006x

  日期：2019.11

  Ethyl [(adamantan-1-yl)alkylene(phenylene)amino]oxoacetates and N-1,N-2-bis[(adamantan-1-yl)-alkylene(phenylene)oxamides were prepared in yields of 72-87 and 18-60%, respectively, by the reaction of amines of the adamantane series with ethyl chlorooxoacetate and oxalyl chloride in methylene chloride in mild conditions.