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Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (01): 103-106. Previous Articles     Next Articles

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(4R)-5,5-二甲基-4-苄硫甲基-2-噁唑烷酮的合成

杨 睿，杨丽娟，董四花，王淑娟，林 军*   

  1. (a云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091) 
    (b昆明理工大学理学院 昆明 650093)
  • 收稿日期:2009-02-16 修回日期:2009-06-05 发布日期:2010-01-20
  • 通讯作者: 林军 E-mail:linjun@ynu.edu.cn;linjunyn@yahoo.com.cn
  • 基金资助:

    国家级.国家自然科学基金

Synthesis of (4R)-5,5-Dimethyl-4-benzylthiomethyl- 2-oxazolidinone

Yang,Rui，Yang,Lijuan，Dong,Sihua，Wang,Shujuan，Lin,Jun*   

  1. (a Key Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education)，School of Chemical Science and Technology，Yunnan University，Kunming 650091) 
    (b Faculty of Science，Kunming University of Science and Technology，Kunming 650093)
  • Received:2009-02-16 Revised:2009-06-05 Published:2010-01-20

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(4R)-5,5-Dimethyl-4-benzylthiomethyl-2-oxazolidinone was synthesized from readily available amino acid L-cysteine via asymmetric reactions including the thioalcohol protection of L-cysteine，esterification，amine protection，Grignard reaction and cyclization in an overall yield of 31%。The structure was characterized by IR，1H NMR，13C NMR and MS techniques.

Key words: L-cysteine, oxazolidinone, synthesis, chiral auxiliary

CLC Number: