CAJ | 학술논문

核糖在酸的作用下于甲醇中闭环得到呋喃核糖甲苷,将其2,3-二羟基形成异亚丙基后,与对甲苯磺酰氯作用生成5-O-对甲苯磺酰基-2,3-O-异亚丙基-1-α/β-D-呋喃核糖甲苷,最后与取代哌嗪或吗啉反应,再在酸的作用下除去2,3-保护基,得到5-脱氧-5-杂环取代-1-α/β-D-呋喃核糖甲苷.它们的结构经~1H NMR和MS确证.
핵당재산적작용하우갑순중폐배득도부남핵당갑감,장기2,3-이간기형성이아병기후,여대갑분광선록작용생성5-O-대갑분광선기-2,3-O-이아병기-1-α/β-D-부남핵당갑감,최후여취대고진혹마람반응,재재산적작용하제거2,3-보호기,득도5-탈양-5-잡배취대-1-α/β-D-부남핵당갑감.타문적결구경~1H NMR화MS학증.
D-Ribose was cyclized to ribofuranose in methanol under acid condition. After protection of the 2- and 3-hydroxy groups by isopropylene, the sugar was reacted with p-toluenesulfonyl chloride to afford 5-O-p-toluenesulfonyl-2,3-O-isopropylene-1-α/β-D-ribofuranose, whose toluenesulfonyloxy group was re-placed by N-substituted piperazine or morpholine, and the isopropylene group was removed under acid con-dition to give 5-heterocyclo-1-α/β-D-5-deoxyribofuranoses. The target compounds were identified by ~1H NMR, MS techniques and element analysis.