4-((S)-(3-Carbamoylmethoxycarbonyl-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid | 131774-50-0

• 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-((S)-(3-Carbamoylmethoxycarbonyl-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid
• CAS: 131774-50-0
• 化学式: C₂₈H₂₉ClN₂O₅S₂
• 分子量: 573.134
• InChiKey: ASRVXPXCWVBDEK-PDAIQNRNSA-N

反应信息

• 作为产物：
  描述：

  4-((3-Carbamoylmethoxycarbonyl-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid carbamoylmethyl ester 以25%的产率得到4-((3-Carboxy-propylsulfanyl)-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-methylsulfanyl)-butyric acid
  参考文献：
  名称：

  Lipase-catalyzed asymmetric hydrolysis of esters having remote chiral/prochiral centers

  摘要：

  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.

  DOI：

  10.1021/jo00313a010