1-O-甲-基-2-C-β-甲基-3,5-二-O-(2,4二-氯苄基)-α-D-呋喃核糖的合成

Synthesis of 1-O-methyl-2-C-β-methyl-3,5-bis-O-(2,4-dichlorobenzyl)-α-D-ribofuranose

以D-呋喃核糖为原料,经羟基保护、选择性脱除2位羟基保护基团、氧化、羰基加成,合成1-O-甲基-2-C-β-甲基-3,5-二-O-(2,4-二氯苄基)-α-D-呋喃核糖。2,4-二氯氯苄作为羟基保护试剂,2位脱保护产率可达79.1%,DMP作为氧化剂,氧化产率可达91.8%,甲基锂作为羰基加成试剂,得到β构型产物。产物结构经NMR、IR和MS表征。

Abstract The 1-O-methyl-2-methyl-3,5-his-O-（ 2,4-dichlorobenzyl）-D-ribofuranose was synthesized from D-ribofuranose by hydroxyl protection, selective O-2-deprotection, oxidation, carbonyl addition. The yield of O-2-de-protection could reach 79.1% , using 2,4-dichlorobenzyl chloride as protective reagent. The yield of oxidation could reach 91.8%, using DMP as oxidant. Synthesized the 2-C-β-methyl isomer, after carbonyl addition reaction. The products were characterized by NMR, IR and MS.