Acta Chimica Sinica ›› 2002, Vol. 60 ›› Issue (2): 343-346. Previous Articles     Next Articles

Original Articles

4-氨基-L-赤-生物蝶呤的全合成研究

姚其正;张志祥;肖莉   

  1. 中国药学院
  • 出版日期:2002-02-15 发布日期:2002-02-15

Study on the total synthesis of 4-amino-L-erythro-biopterin

Yao Qizheng;Zhang Zhixiang;Xiao Li   

  • Online:2002-02-15 Published:2002-02-15

A total synthesis of 4-amino-L-erythro-biopterin(2) in a one-pot process is described, which comprises the following main steps: (a) oxidation of L-rhamnose diethylmercaptal (5) with H2O2/HCOOH to its bis-sulfone(6), (b) preparation of 5-deoxy-L-arabinose (7) through aminolysis of 6, (c) condensation of the protected 5-deoxy-L- arabinose (9) with tetraaminopyrimidine, (d) iodine oxidation of the formed tetrahydroaminobiopterin derivative (10) to 1', 2'-O-diacetyl- L-erythro-aminobiopterin (12) and purification of 12 using column chromatography, and (f) deacetylation of 12 with NH3-H2O/MeOH to give 2. Thus, the overall yield of 2 from 5 was 17%.

Key words: INHIBITOR, PTERIN, NITROGEN MONOXIDE, SYNTHETASE, TOTAL SYNTHESIS

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