benzhydryl (2S)-2-benzamidopropanoate | 1208868-11-4

• 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: benzhydryl (2S)-2-benzamidopropanoate
• CAS: 1208868-11-4
• 化学式: C₂₃H₂₁NO₃
• 分子量: 359.425
• InChiKey: IXGNNOGWDQWLFY-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯甲醇 、 4-甲基-2-苯基-2-噁唑啉-5-酮 在 N-(1H-benzo[d]imidazol-2-yl)-8-bromo-4-hydroxy-2-oxo-1,2,4a,9b-tetrahydrodibenzo[b,d]furan-4a-carboxamide 作用下， 以 氯苯 为溶剂， 反应 39.0h， 以3%的产率得到
  参考文献：
  名称：

  Study of a new ‘chiral proton’ organocatalyst with hydrolase activity: application in azlactone racemic dynamic resolution

  摘要：

  For the first time, a 1,3-ketoenol system is described as an acid catalyst with hydrolytic activity. The combination of an enol and a pyridine/benzimidazole supported on a benzofuran skeleton allowed the creation of a novel bifunctional organocatalyst, which has been applied in azlactone racemic dynamic resolution. In spite of the moderate enantioselectivities obtained, the catalyst constitutes a novel concept in the field of chiral Brensted acid catalysis. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2017.04.012

文献信息

• Benzotetramisole-Catalyzed Dynamic Kinetic Resolution of Azlactones
  作者：Xing Yang、Guojian Lu、Vladimir B. Birman

  DOI：10.1021/ol902969j

  日期：2010.2.19

  Enantioselective acyl transfer catalyst benzotetramisole (BTM) has been found to promote dynamic kinetic resolution of azlactones providing di(1-naphthyl)methyl esters of alpha-amino acids with up to 96% ee.