N-(2-benzoyl-4-chlorphenyl)-N'-tert-butoxycarbonyl-alaninamide | 259144-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-benzoyl-4-chlorphenyl)-N'-tert-butoxycarbonyl-alaninamide
• 英文别名: tert-butyl N-[1-(2-benzoyl-4-chloroanilino)-1-oxopropan-2-yl]carbamate
• CAS: 259144-38-2
• 化学式: C₂₁H₂₃ClN₂O₄
• 分子量: 402.878
• InChiKey: DMEOVJUNHZUMIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.5
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(2-benzoyl-4-chlorphenyl)-N'-tert-butoxycarbonyl-alaninamide 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以94%的产率得到N-(2-benzoyl-4-chlorophenyl)-alaninamide hydrochloride
  参考文献：
  名称：

  2-Acylamino-5-chlorobenzophenones with enhanced selectivity towards malaria parasites

  摘要：

  Previously we described a series of 5-acylaminobenzophenones with considerable antimalarial activity. Unfortunately, most compounds also displayed high cytotoxicity resulting in low selectivity towards malaria parasites. Through the replacement of the 5-acylamino moiety by simple chlorine and further modifications of the 2-acylamino residue we could obtain inhibitors with improved selectivity towards malaria parasites combined with an acceptable reduction of antimalarial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.056
• 作为产物：
  描述：

  2-氨基-5-氯二苯甲酮 、 N-t-butyloxycarbonyl-DL-alanine 在 吡啶 、 三氯氧磷 作用下， 反应 0.5h， 生成 N-(2-benzoyl-4-chlorphenyl)-N'-tert-butoxycarbonyl-alaninamide
  参考文献：
  名称：

  2-Acylamino-5-chlorobenzophenones with enhanced selectivity towards malaria parasites

  摘要：

  Previously we described a series of 5-acylaminobenzophenones with considerable antimalarial activity. Unfortunately, most compounds also displayed high cytotoxicity resulting in low selectivity towards malaria parasites. Through the replacement of the 5-acylamino moiety by simple chlorine and further modifications of the 2-acylamino residue we could obtain inhibitors with improved selectivity towards malaria parasites combined with an acceptable reduction of antimalarial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.056

文献信息

• Preparation of a New Chiral Stationary Phase Based on Macrocyclic Amide Chiral Selector for the Liquid Chromatographic Chiral Separations
  作者：Ji Yeong Sung、Seung Hyuck Choi、Myung Ho Hyun

  DOI：10.1002/chir.22569

  日期：2016.3

  A new chiral stationary phase (CSP) based on macrocyclic amide receptor was prepared starting from (1R,2R)‐1,2‐diphenylethylenediamine. The new CSP was successfully applied to the resolution of various N‐(substituted benzoyl)‐α‐amino amides with reasonably good separation factors and resolutions (α = 1.75 ~ 2.97 and RS = 2.89 ~ 6.82 for 16 analytes). The new CSP was also applied to the resolution of

  从（1R，2R）-1,2-二苯乙二胺开始制备基于大环酰胺受体的手性固定相（CSP）。新的CSP被成功地用于分离各种N-（取代的苯甲酰基）-α-氨基酰胺，具有相当好的分离系数和分离度（ 16种分析物的α= 1.75〜2.97和R S = 2.89〜6.82）。新的CSP还可用于3取代的1,4-苯并二氮杂-2-酮和一些利尿手性药物的拆分，包括苯达氟甲酰肼，甲基氯噻嗪和甲硝唑。3-取代的1,4-苯并二氮杂-2-酮和一些利尿手性药物的拆分结果也相当不错。手性28：253–258，2016。©2016 Wiley Periodicals，Inc.