4-((3-Carboxy-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid | 130379-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-((3-Carboxy-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid
• 英文别名: 4-[3-carboxypropylsulfanyl-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]methyl]sulfanylbutanoic acid
• CAS: 130379-55-4
• 化学式: C₂₆H₂₆ClNO₄S₂
• 分子量: 516.082
• InChiKey: KOVZSJKAYUTPHH-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(3-methoxycarbonyl-propylsulfanyl)-methylsulfanyl]-butyric acid methyl ester 生成 4-((3-Carboxy-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid
  参考文献：
  名称：

  HUGHES, D. L.;BERGAN, J. J.;AMATO, J. S.;BHUPATHY, M.;LEAZER, J. L.;MCNAM+, J. ORG. CHEM., 55,(1990) N6, C. 6252-6259

  摘要：

  DOI：

文献信息

• Lipase-catalyzed asymmetric hydrolysis of esters having remote chiral/prochiral centers
  作者：David L. Hughes、J. J. Bergan、J. S. Amato、M. Bhupathy、J. L. Leazer、J. M. McNamara、D. R. Sidler、P. J. Reider、E. J. J. Grabowski

  DOI：10.1021/jo00313a010

  日期：1990.12

  Enzymatic hydrolysis of prochiral and racemic dithioacetal esters having up to five bonds between the prochiral/chiral center and the ester carbonyl group proceeds with selectivities up to 98% enantiomeric excess when commercially available lipases are used. For lipase from Pseudomonas sp., chemical yields and ee's were better with the substrate having four bonds between the prochiral center and ester carbonyl than with the three-bond or five-bond analogues, demonstrating that selectivity does not necessarily diminish as the distance between the chiral center and the reaction site increases. These findings are the cornerstone of efficient chemoenzymatic syntheses of both enantiomers of a potent LTD4 antagonist.
• Antiallergic combination
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0469477B1

  公开（公告）日：1995-09-20
• US5227378A
  申请人：——

  公开号：US5227378A

  公开（公告）日：1993-07-13