【摘要】 报道了N4 环丙氨 5 氟 β L 尿苷的合成新方法 ,以L 阿拉伯糖为起始原料合成了化合物L 吡喃核糖 ( 6) ,然后经三步反应合成了重要中间体 1 氧 -乙酰基 2 ,3 ,5 三 -氧 -苯甲酰基 β L 呋喃核糖 ( 9) ,与硅烷化的 5 氟尿嘧啶缩合得到了带有保护基的 5 氟 β L 尿苷 ( 10 ) ,脱保护后与六甲基二硅氮烷 (HMDS)、环丙氨、硫酸铵 (催化剂 )一锅反应得到了目标化合物N4 环丙氨 5 氟 β L 尿苷 ( 12 ) .产物结构经MS ,UV ,IR ,NMR ,元素分析等确认 .更多还原

【Abstract】 An efficient synthesis of N4-cyclopropylamino-5-fluoro-β-L-uridine was developed from L-arabinose. L-Arabinose was converted to compound L-ribopyranose (6), which was used for the synthesis of the key intermediate 2,3,5-tri-O-benzoyl-1-O-acetyl-β-L-ribofuranose (9). The compound 9 was subjected to condensation with silylated 5-fluoro-uracil to give the resulting protected compound 5-fluoro-3-(2′,3′,5′-tri-O-benzoyl-β-L-ribofuranosyl)-uracel(10). Compound 10 was deprotected to give 5-fluoro-β-L-uridine (11). One-pot reaction of compound 11, HMDS (1,1,1,3,3,3-hexamethyldisilazane), (NH 4) 2SO 4 and cyclopropylamine was carried out to get N4-cyclopropyl-amino-5-fluoro-β-L-uridine. The structures of these products were identified by the MS, UV, IR, NMR, elemental analysis and X-ray crystallographic analysis.更多还原