N-((5-methylfuran-2-yl)methyl)acetamide | 1342346-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: N-((5-methylfuran-2-yl)methyl)acetamide
• 英文别名: N-[(5-methylfuran-2-yl)methyl]acetamide
• CAS: 1342346-33-1
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: VEBNXYZDXBDRIY-UHFFFAOYSA-N

物化性质

• 沸点：
  320.4±30.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 5-甲基糠胺 在 immobilization of Candida cylindracea lipase 作用下， 以 正己烷 为溶剂， 反应 14.0h， 以99%的产率得到N-((5-methylfuran-2-yl)methyl)acetamide
  参考文献：
  名称：

  Immobilization of Candida cylindracea lipase on poly lactic acid, polyvinyl alcohol and chitosan based ternary blend film: Characterization, activity, stability and its application for N-acylation reactions

  摘要：

  The ecofriendly ternary blend polymer film was prepared from the chitosan (CH), polylactic acid (PLA) and polyvinyl alcohol (PVA). Immobilization of Candida cylindracea lipase (CCL) was carried out on ternary blend polymer via entrapment methodology. The ternary blend polymer and immobilized biocatalyst were characterized by using N-2 adsorption-desorption isotherm, SEM, FTIR, DSC, and (%) water content analysis through Karl Fischer technique. Biocatalyst was then subjected for the determination of practical immobilization yield, protein loading and specific activity. Immobilized biocatalyst was further applied for the determination of biocatalytic activity for N-acylation reactions. Various reaction parameters were studied such as effect of immobilization support (ratio of PLA:PVA:CH), molar ratio (dibutylamine:vinyl acetate), solvent, biocatalyst loading, time, temperature, and orbital speed rotation. The developed protocol was then applied for the N-acylation reactions to synthesize several industrially important acetamides with excellent yields. Interestingly, immobilized lipase showed fivefold higher catalytic activity and better thermal stability than the crude extract lipase CCL. Furthermore various kinetic and thermodynamic parameters were studied and the biocatalyst was efficiently recycled for four successive reuses. It is noteworthy to mention that immobilized biocatalyst was stable for period of 300 days. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.procbio.2013.06.009

文献信息

• <i>N</i>-Acyl DBN Tetraphenylborate Salts as <i>N</i>-Acylating Agents
  作者：James E. Taylor、Matthew D. Jones、Jonathan M. J. Williams、Steven D. Bull

  DOI：10.1021/jo202647f

  日期：2012.3.16

  synthesized from 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) and the corresponding acyl chloride in the presence of sodium tetraphenylborate. The salts have been shown to be effective N-acylating agents, reacting with primary amines, secondary amines, and sulfonamides to form the corresponding N-acylated products in good yields. The DBN hydrotetraphenylborate byproduct can be conveniently removed by filtration

  在四苯硼酸钠存在下，由1,5-二氮杂双环[4.3.0] non-5-ene（DBN）和相应的酰氯合成了空气稳定的结晶N-酰基DBN四苯基硼酸盐。所述盐已显示为有效的N-酰化剂，其与伯胺，仲胺和磺酰胺反应以高收率形成相应的N-酰化产物。可以通过过滤方便地除去DBN氢四苯硼酸酯副产物，无需进一步纯化即可提供纯正的N-酰化产物。该ñ-酰基DBN四苯基硼酸盐是酰基卤的有吸引力的替代物，因为它们可以存储在空气中而不分解，避免在酰化反应过程中产生游离酸，并且可以在更强的热条件下使用。
• NEW COMPOUNDS
  申请人：Engelhardt Harald

  公开号：US20100222331A1

  公开（公告）日：2010-09-02

  The present invention encompasses compounds of general Formula (1) wherein R 2 , R 3 , Q, W, X, Y and Z are defined as in claim 1 , which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and the use thereof for preparing a medicament having the above-mentioned properties.
• US8207179B2
  申请人：——

  公开号：US8207179B2

  公开（公告）日：2012-06-26
• Immobilization of Candida cylindracea lipase on poly lactic acid, polyvinyl alcohol and chitosan based ternary blend film: Characterization, activity, stability and its application for N-acylation reactions
  作者：Kirtikumar C. Badgujar、Kishor P. Dhake、Bhalchandra M. Bhanage

  DOI：10.1016/j.procbio.2013.06.009

  日期：2013.9

  The ecofriendly ternary blend polymer film was prepared from the chitosan (CH), polylactic acid (PLA) and polyvinyl alcohol (PVA). Immobilization of Candida cylindracea lipase (CCL) was carried out on ternary blend polymer via entrapment methodology. The ternary blend polymer and immobilized biocatalyst were characterized by using N-2 adsorption-desorption isotherm, SEM, FTIR, DSC, and (%) water content analysis through Karl Fischer technique. Biocatalyst was then subjected for the determination of practical immobilization yield, protein loading and specific activity. Immobilized biocatalyst was further applied for the determination of biocatalytic activity for N-acylation reactions. Various reaction parameters were studied such as effect of immobilization support (ratio of PLA:PVA:CH), molar ratio (dibutylamine:vinyl acetate), solvent, biocatalyst loading, time, temperature, and orbital speed rotation. The developed protocol was then applied for the N-acylation reactions to synthesize several industrially important acetamides with excellent yields. Interestingly, immobilized lipase showed fivefold higher catalytic activity and better thermal stability than the crude extract lipase CCL. Furthermore various kinetic and thermodynamic parameters were studied and the biocatalyst was efficiently recycled for four successive reuses. It is noteworthy to mention that immobilized biocatalyst was stable for period of 300 days. (C) 2013 Elsevier Ltd. All rights reserved.