(R)-5-ethyl-5-methyloxazolidin-2-one | 947683-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (R)-5-ethyl-5-methyloxazolidin-2-one
• 英文别名: (5R)-5-ethyl-5-methyl-1,3-oxazolidin-2-one
• CAS: 947683-09-2
• 化学式: C₆H₁₁NO₂
• 分子量: 129.159
• InChiKey: VKEBHHZWWJHLRI-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2-环氧-2-甲基丁烷 、 sodium isocyanate 在 Agrobacterium radiobacter halohydrin dehalogenase 作用下， 反应 2.5h， 生成 (S)-1,2-epoxy-2-methylbutane 、 (R)-5-ethyl-5-methyloxazolidin-2-one
  参考文献：
  名称：

  Formation of Enantiopure 5-Substituted Oxazolidinones through Enzyme-Catalysed Kinetic Resolution of Epoxides

  摘要：

  Halohydrin dehalogenase from Agrobacterium radiobacter catalyzed the enantioselective ring opening of terminal epoxides with cyanate as a nucleophile, yielding 5-substituted oxazolidinones in high yields and with high enantiopurity (69-98% ee). This is the first example of the biocatalytic conversion of a range of epoxides to the corresponding oxazolidinones.

  DOI：

  10.1021/ol800698t

文献信息

• PYRAZOLYL DERIVATIVES AS SYK INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20150191461A1

  公开（公告）日：2015-07-09

  The present invention provides novel pyrazole derivatives of formula I which are potent inhibitors of spleen tyrosine kinase, and are useful in the treatment and prevention of diseases mediated by said enzyme, such as asthma, COPD, rheumatoid arthritis, and cancer.

  本发明提供了公式I的新型吡唑衍生物，它们是脾酪氨酸激酶的有效抑制剂，并可用于治疗和预防由该酶介导的疾病，如哮喘、慢性阻塞性肺疾病、类风湿性关节炎和癌症。
• PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 5-SUBSTITUTED 2-OXAZOLIDINONES FROM RACEMIC EPOXIDES AND CYANATE EMPLOYING A HALOHYDRIN DEHALOGENASE
  申请人：Hauer Bernhard

  公开号：US20090042261A1

  公开（公告）日：2009-02-12

  A process for the production of an optically enriched oxazolidinone of the formula (2a) or (2b), by reacting an epoxide of the formula (1) with cyanate in the presence of halo-hydrin dehalogenase.
• US7993904B2
  申请人：——

  公开号：US7993904B2

  公开（公告）日：2011-08-09
• US9242984B2
  申请人：——

  公开号：US9242984B2

  公开（公告）日：2016-01-26
• Formation of Enantiopure 5-Substituted Oxazolidinones through Enzyme-Catalysed Kinetic Resolution of Epoxides
  作者：Maja Majerić Elenkov、Lixia Tang、Auke Meetsma、Bernhard Hauer、Dick B. Janssen

  DOI：10.1021/ol800698t

  日期：2008.6.1

  Halohydrin dehalogenase from Agrobacterium radiobacter catalyzed the enantioselective ring opening of terminal epoxides with cyanate as a nucleophile, yielding 5-substituted oxazolidinones in high yields and with high enantiopurity (69-98% ee). This is the first example of the biocatalytic conversion of a range of epoxides to the corresponding oxazolidinones.