(S)-1-benzyl-2-benzoylthiomethylpyrrolidine | 181959-38-6

• 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: (S)-1-benzyl-2-benzoylthiomethylpyrrolidine
• 英文别名: S-[[(2S)-1-benzylpyrrolidin-2-yl]methyl] benzenecarbothioate
• CAS: 181959-38-6
• 化学式: C₁₉H₂₁NOS
• 分子量: 311.448
• InChiKey: YKCQFKPUAIMACO-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-benzyl-2-benzoylthiomethylpyrrolidine 、 p-nitrobenzyl (5R,6R)-6-((S)-1-hydroxypropyl)-2-methylsulfinylpenem-3-carboxylate 以52%的产率得到p-nitrobenzyl (5R,6R)-2-((S)-1-benzylpyrrolidin-2-yl)methylthio-6-((S)-1-hydroxypropyl)penem-3-carboxylate
  参考文献：
  名称：

  PENEM DERIVATIVES AND ANTIMICROBIAL AGENT CONTAINING THE SAME

  摘要：

  公开号：

  EP0757051B1
• 作为产物：
  描述：

  N-苄基-L-脯氨醇 以97%的产率得到(S)-1-benzyl-2-benzoylthiomethylpyrrolidine
  参考文献：
  名称：

  PENEM DERIVATIVES AND ANTIMICROBIAL AGENT CONTAINING THE SAME

  摘要：

  公开号：

  EP0757051B1

文献信息

• Polymer-Supported β-Amino Thioesters as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes
  作者：Colin Gibson、Heidi Eriksen、Sandra Oyaga、David Sherrington

  DOI：10.1055/s-2005-865238

  日期：——

  novel polymer-supported thioesters were prepared and found to be effective catalysts for the enantioselective addition of diethylzinc to benzaldehyde. These catalysts gave 1-phenylpropanol in up to 86% ee. The catalysts were fully recyclable and could be used in subsequent additions with retention of the enantioselectivity and efficiency levels.

  制备了一系列新型聚合物负载的硫酯，发现它们是二乙基锌与苯甲醛对映选择性加成的有效催化剂。这些催化剂产生高达 86% ee 的 1-苯基丙醇。催化剂是完全可回收的，可用于后续添加，同时保持对映选择性和效率水平。
• Penem derivatives and antimicrobial agent containing the same
  申请人：Ishiguro Masaji

  公开号：US20050004092A1

  公开（公告）日：2005-01-06

  A penem derivative represented by the following formula (I): wherein R 1 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted alkenylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic thio group, a substituted or unsubstituted acylthio group, a mercapto group or a hydrogen atom, and R 2 represents a hydrogen atom or a carboxyl-protecting group; or a pharmacologically acceptable salt thereof. The compound (I) exhibits strong antibacterial activities, and especially, shows strong activities against MRSA. It is therefore useful not only as a general antibacterial agent but also as an antibacterial agent for MRSA against which no general antibacterial agents are recognized to be-effective.

  以下是公式（I）所代表的一种青霉烷衍生物： 其中，R1代表取代或未取代的烷基、取代或未取代的烯基、取代或未取代的芳基烷基、取代或未取代的芳基、取代或未取代的烷基硫基、取代或未取代的烯基硫基、取代或未取代的芳基烷基硫基、取代或未取代的芳基硫基、取代或未取代的杂环基、取代或未取代的杂环硫基、取代或未取代的酰基硫基、巯基或氢原子，R2代表氢原子或羧酸保护基；或其药学上可接受的盐。该化合物（I）表现出强大的抗菌活性，特别是对MRSA表现出强大的活性。因此，它不仅有用作一般抗菌剂，还有用作抗MRSA的抗菌剂，对于这种细菌，一般的抗菌剂被认为无效。
• PENEM DERIVATIVES AND ANTIMICROBIAL AGENT CONTAINING THE SAME
  申请人：Daiichi Suntory Pharma Co., Ltd.

  公开号：EP0757051B1

  公开（公告）日：2003-10-29