对甲氧基苯基-2,3,4,6-四-O-乙酰基-α-D-吡喃甘露糖苷的合成

Synthesis of p-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-α-D-Mannopyranoside

对甲氧基苯基-2,3,4,6-四-O-乙酰基-α-D-吡喃甘露糖苷是重要的有机合成中间体.以D-甘露糖为原料,经乙酰化、选择性脱C1位乙酰基、转化成三氯乙酰亚胺酯、与受体酚偶联和脱保护4步反应立体专一性地合成了对甲氧基苯基-2,3,4,6-四-O-乙酰基-α-D-吡喃甘露糖苷,目标化合物的结构经氢谱和质谱分析得到了确证,方法有效、产率高.

p‐Methoxyphenyl 2 ,3 ,4 ,6‐tetra‐O‐acetyl‐α‐D‐Mannopyranoside is an important intermediate for organic synthesis .p‐Methoxyphenyl 2 ,3 ,4 ,6‐tetra‐O‐acetyl‐α‐D‐Mannopyranoside was stereospecifical‐ly synthesized through five consecutive steps including acetylation ,selective deacetylation at the C1 posi‐tion ,conversion to trichloroacetimidate and coupling with acceptors phenol .The structure of the target compound was confirmed by the 1H NMR and MS analysis which showed that the method was effective and practical ,and the yield was high .