(4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylic acid | 190181-76-1

• 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: (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylic acid
• CAS: 190181-76-1
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: WEIGDWIZZXHFRS-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylic acid 以 四氢呋喃 为溶剂， 以34 mg的产率得到(-)-(4S,5R)-methyl 2-oxo-4-phenyloxazolidine-5-carboxylate
  参考文献：
  名称：

  Alkyl 4-Chlorobenzoyloxycarbamates as Highly Effective Nitrogen Source Reagents for the Base-Free, Intermolecular Aminohydroxylation Reaction

  摘要：

  Ethyl- (7), benzyl- (8), tert-butyl- (9), and fluorenylmethyl-4-chlorobenzoyloxycarbamates (10) have been prepared as storable and easy-to-prepare nitrogen sources for use in the intermolecular Sharpless aminohydroxylation reaction and its asymmetric variant. These reagents were found to be effective under base-free reaction conditions. The scope and limitations of these methods have been explored using a variety of alkenes, among which, trans-cinnamates, in particular, proved to be good substrates.

  DOI：

  10.1021/jo1018816
• 作为产物：
  描述：

  (E)-isopropyl cinnamate 在 四氧化锇 、 lithium hydrochloride monohydrate 、 氢化奎宁(蒽醌-1,4-二基)二醚 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 4.34h， 生成 (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylic acid
  参考文献：
  名称：

  Alkyl 4-Chlorobenzoyloxycarbamates as Highly Effective Nitrogen Source Reagents for the Base-Free, Intermolecular Aminohydroxylation Reaction

  摘要：

  Ethyl- (7), benzyl- (8), tert-butyl- (9), and fluorenylmethyl-4-chlorobenzoyloxycarbamates (10) have been prepared as storable and easy-to-prepare nitrogen sources for use in the intermolecular Sharpless aminohydroxylation reaction and its asymmetric variant. These reagents were found to be effective under base-free reaction conditions. The scope and limitations of these methods have been explored using a variety of alkenes, among which, trans-cinnamates, in particular, proved to be good substrates.

  DOI：

  10.1021/jo1018816

文献信息

• Intermediates for the hemisynthesis of taxanes and preparation processes therefor
  申请人：Societe d'Etude et de Recherche en Ingenierie Pharmaceutique Seripharm

  公开号：US20020068833A1

  公开（公告）日：2002-06-06

  The present invention relates to novel intermediates for the hemisynthesis of taxanes and to their processes of preparation. The compounds of the present invention include precursor compounds of taxane side chains.

  本发明涉及用于紫杉烷半合成的新型中间体及其制备工艺。本发明的化合物包括紫杉烷侧链的前体化合物。
• INTERMEDIAIRES POUR L'HEMISYNTHESE DE TAXANES ET LEURS PROCEDES DE PREPARATION
  申请人：Societé d'Etude et de Recherche en Ingenierie Pharmaceutique Seripharm

  公开号：EP0863887A1

  公开（公告）日：1998-09-16
• US6265587B1
  申请人：——

  公开号：US6265587B1

  公开（公告）日：2001-07-24
• US6825365B2
  申请人：——

  公开号：US6825365B2

  公开（公告）日：2004-11-30
• US7220871B2
  申请人：——

  公开号：US7220871B2

  公开（公告）日：2007-05-22