【摘要】 用相转移催化法使2,3,4,6—四—0—乙酰基—1—溴—1—脱氧—α-D-葡萄吡喃糖(Ⅰ)和2-0-苯甲基—5—氟脲嘧啶(Ⅱ)反应同时合成了两种糖苷:2—0—苯甲基—3—N—(2’,3’,4’,6’,—四—0—乙酰基—β—D—葡萄吡喃糖基)—5—氟脲嘧啶(Ⅲ,N—糖苷型)和2—0—苯甲基—4—0—(2’,3’,4’,6’,—四—0—乙酰基—β—D—葡萄吡喃糖基)—5—氟脲嘧啶(Ⅳ,0—糖苷型)。此法产物易于分离纯化,收率也高。(Ⅲ)在Pd—C催化剂存在下进行氢解,得3—N—(2’,3’,4’,6’,—四—0—乙酰基—β—D—葡萄吡喃糖基)—5—氟脲嘧啶(Ⅴ)。(Ⅲ)和(Ⅴ)是未见报道的两种新化合物,其结构经元素分析、红外光谱、核磁共振谱、质谱加以证实。同时证明(Ⅲ)(Ⅳ)和(Ⅴ)均属β—型糖苷。更多还原

【Abstract】 Two glucopyranosides: 2-O-benzyl-3-N-(2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranosyl)-5-fluorouracil(Ⅲ) and 2-o-benzyl-4-O-(2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranosyl)-5-fluoro-uracil(Ⅳ) have been synthesized by the reaction of 2,3,4,6-tetra-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranose(Ⅰ) and 2-O-benzyl-5-fluorouracil(Ⅱ), using phase transfer catalysis. It is easy to separateand purify these two products. When (Ⅲ) is hydrogenated, compound(Ⅴ): 3-N-(2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranosyl)-5-fluoro uracil is obtained. (Ⅲ) and (Ⅴ) are new compounds which have not been reported in the literature. Their constituents and structures are confirmed by elements analysis, IR spectra, H’ NMR spectra and mass spectra. (Ⅲ) (Ⅳ) and (Ⅴ) have been proved to have the same configuration of β-anomer.更多还原