N-methyl-9H-xanthene-9-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-methyl-9H-xanthene-9-carboxamide
• 化学式: C₁₅H₁₃NO₂
• mdl: MFCD02211074
• 分子量: 239.274
• InChiKey: XLQDWOVPUMSOJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-methylimino-9H-xanthene 、 二溴二氟甲烷 在 lead 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 以34%的产率得到1'-methyl-5'-methylimino-9H,9''H-dispiro[xanthene-9,3'-pyrrolidine-4',9"-xanthene]-2'-one
  参考文献：
  名称：

  1,3-Dipolar Cycloaddition of Difluoro-Substituted Azomethine Ylides. Synthesis and Transformations of 2-Fluoro-4,5-dihydropyrroles

  摘要：

  在烟腈、马来腈或马来酸二甲酯存在下，通过二氟羰基与 N-取代酮亚胺的反应，获得了 2-氟-4,5-二氢吡咯-3,4-二羧酸衍生物。该反应涉及偶氮甲基酰化物的中间形成和随后的双键环化反应。11H- 二苯并[b,e]氮杂卓和 3,4-二氢异喹啉在富马腈存在下与二氟羰基发生反应，生成氟代二苯并[c,f]吡咯并[1,2-a]氮杂卓和吡咯并[2,1-a]异喹啉衍生物。将 2-氟-4,5-二氢吡咯-3,4-二甲腈与胺和烷氧基化合物处理，可得到相应的 2-氨基和 2-烷氧基衍生物，而与水合肼和苯并咪胺反应，可生成取代的吡咯并[2,3-c]吡唑和吡咯并[2,3-d]-嘧啶衍生物。

  DOI：

  10.1007/s11178-005-0373-x

文献信息

• Process For Extraction Of Peptides And Its Application In Liquid Phase Peptide Synthesis
  申请人：Monnaie Didier

  公开号：US20140213759A1

  公开（公告）日：2014-07-31

  A process for extraction of a peptide from a reaction mixture resulting from a peptide coupling reaction, the reaction mixture containing the peptide and a polar aprotic solvent selected from the group consisting of N,N-dimethylformamide, N,N-dimethylacetamide and N-methyl-2-pyrrolidone, whereby the process includes a step a) and a step b): step a) including the addition of a component a1) and a component a2), whereby component a1) is 2-methyltetrahydrofuran and component a2) is water, to the reaction mixture, so that a biphasic system with an organic layer and an aqueous layer is obtained; step b) including the subsequent separation of the organic layer containing the peptide from the aqueous layer. In an embodiment, a combination of 2-methyltetrahydrofuran and an organic solvent 1 selected from the group consisting of n-heptane, toluene, ethylacetate, isopropylacetate, acetonitrile and tetrahydrofuran is used for the process for extraction. The extraction step is preferably used in a process for preparation of a peptide in liquid phase.

  从肽偶联反应的反应混合物中提取肽的方法，所述反应混合物包含肽和从N,N-二甲基甲酰胺、N,N-二甲基乙酰胺和N-甲基-2-吡咯烷中选择的极性无质子溶剂，该过程包括步骤a）和步骤b）：步骤a）包括向反应混合物中添加组分a1）和组分a2），其中组分a1）为2-甲基四氢呋喃，组分a2）为水，以获得具有有机层和水层的双相体系；步骤b）包括从水层中分离含有肽的有机层。在一种实施例中，使用由2-甲基四氢呋喃和从正庚烷、甲苯、乙酸乙酯、丙酮、四氢呋喃中选择的有机溶剂1组成的组合物进行提取过程。提取步骤最好用于液相肽制备过程中。
• Peptides and their use in food and beverage
  申请人：The Folger Coffee Company

  公开号：US10005816B2

  公开（公告）日：2018-06-26

  Described herein is a peptide with an amino acid sequence comprising a Leu-Leu moiety. Also described is a composition having a mixture of such peptides, and foods and beverages containing such compositions including, for example, roast and ground coffee, coffee brew, coffee creamer, and tea. The addition of one or more of these peptide(s) to coffee brews made from instant coffee, liquid coffee concentrate, or decaf coffee demonstrates that these peptides improve the taste profile of such coffee brews.

  本文所描述的是一种肽，其氨基酸序列包含一个Leu-Leu分子。还描述了具有这种多肽混合物的组合物，以及含有这种组合物的食品和饮料，例如包括烘焙和研磨咖啡、咖啡冲剂、咖啡奶精和茶。在速溶咖啡、液态浓缩咖啡或无咖啡因咖啡制成的咖啡冲剂中加入一种或多种此类肽，表明这些肽可改善此类咖啡冲剂的口味。
• A PROCESS FOR EXTRACTION OF PEPTIDES AND ITS APPLICATION IN LIQUID PHASE PEPTIDE SYNTHESIS
  申请人：Lonza Ltd

  公开号：EP2721048A1

  公开（公告）日：2014-04-23
• NOVEL PEPTIDES AND THEIR USE IN FOOD AND BEVERAGE
  申请人：The Folger Coffee Company

  公开号：US20160165916A1

  公开（公告）日：2016-06-16

  Described herein is a peptide with an amino acid sequence comprising a Leu-Leu moiety. Also described is a composition comprising a mixture of such peptides, and foods and beverages containing such compositions including, for example, roast and ground coffee, coffee brew, coffee creamer, and tea. The addition of one or more of these peptide(s) to coffee brews made from instant coffee, liquid coffee concentrate, or decaf coffee demonstrates that these peptides improve the taste profile of such coffee brews.
• [EN] A PROCESS FOR EXTRACTION OF PEPTIDES AND ITS APPLICATION IN LIQUID PHASE PEPTIDE SYNTHESIS<br/>[FR] PROCÉDÉ POUR L'EXTRACTION DE PEPTIDES ET SON APPLICATION EN SYNTHÈSE PEPTIDIQUE EN PHASE LIQUIDE
  申请人：LONZA AG

  公开号：WO2012171982A1

  公开（公告）日：2012-12-20

  The present invention relates to a process for extraction of a peptide from a reaction mixture resulting from a peptide coupling reaction, the reaction mixture containing the peptide and a polar aprotic solvent selected from the group consisting of N,N- dimethylformamide, A/,A/-dimethylacetamide and A/-methyl-2-pyrrolidone, whereby the process comprises a step a) and a step b): step a) comprises the addition of a component a1) and a component a2), whereby component a1) is 2-methyltetrahydrofuran and component a2) is water, to the reaction mixture, so that a biphasic system with an organic layer and an aqueous layer is obtained; step b) comprises the subsequent separation of the organic layer containing the peptide from the aqueous layer. In a particularly preferred embodiment of the present invention, a combination of 2- methyltetrahydrofuran and an organic solvent 1 selected from the group consisting of n-heptane, toluene, ethylacetate, isopropylacetate, acetonitrile and tetrahydrofuran is used for the process for extraction. The extraction step is preferably used in a process for preparation of a peptide in liquid phase.