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放大字體  縮小字體 更新日期:2018-11-23  瀏覽次數:157
摘 要:,C14H18Cl3NO8,434.6605,(2S,3R,4R,5S,6S)-4,5-bis(acetyloxy)-6-methyl-2-[(2,2,2-trichloroethanimidoyl)oxy]tetrahydro-2H-pyran-3-yl acetate
  • 【化學名】(2S,3R,4R,5S,6S)-4,5-bis(acetyloxy)-6-methyl-2-[(2,2,2-trichloroethanimidoyl)oxy]tetrahydro-2H-pyran-3-yl acetate
  • 【CAS登記號】
  • 【結構式】,C14H18Cl3NO8,434.6605,(2S,3R,4R,5S,6S)-4,5-bis(acetyloxy)-6--藥物合成數據庫
  • 【分子式】C14H18Cl3NO8
  • 【分子量】434.6605
  • 【來源】
  • 【合成情況】 
  • 〖目標產物〗Dioscin
  • 〖合成路線〗
  • 〖合成方法〗The selective silylation of the primary OH group of (X) by means of Tbdms-Cl and imidazole gives the silyl ether (XI), which is condensed with 2,3,4-tri-O-acetyl-alpha-L-rahmnopyranosyl trichloroacetimidate (XII) by means of BF3/Et2O in dichloromethane to provide the protected diosgenyl trisaccharide (XIII). The desilylation of (XIII) by means of TBAF in THF gives the intermediate (XIV), which is finally fully deacylated by means of MeONa in MeOH/dichloromethane to afford the target diosgenyl trisaccharide.
  • 〖參考〗Zou, C.-C.; Hou, S.-J.; Shi, Y.; Lei, P.-S.; Liang, X.-T.; The synthesis of gracillin and dioscin: Two typical representatives of spirostanol glycosides. Carbohydr Res 2003, 338, 8, 721
 
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