摘要
目的 :探讨天然苯丙素苷化合物SyringalideA ,即 1 O [2 (4 羟基苯基 )乙基 ] 4 O (E) 咖啡酰基 β D 吡喃葡萄糖的合成方法。方法 :采用化学合成法。在合成过程中 ,用烯丙氧羰酰基 (Aoc)及烯丙基保护酚羟基及糖环羟基 ,避免了过去合成类似结构的化合物时 ,因采用碱性条件脱除酰基而引起的取代肉桂酰基的 4,6 位迁移。结果 :首次完成了天然苯丙素苷化合物SyringalideA的全合成。 结论
To prepare a natural phenylpropanoid glycoside Syringalide A, 2 (4 hydroxy phenyl)ethyl 4 O [( E ) caffeoyl] β D glucopyranoside. Methods: Chemical synthetic method was used and the allyloxycarbonyl (Aoc) and allyl groups were used for the protection of hydroxy groups in the sugar ring. The selection of these two protective groups successfully avoided the migration of caffeoyl group occurring in the deblocking procedure under basic conditions. Results: The total synthesis of natural product phenylpropanoid glycoside Syringalide A was realized for the first time. Conclusion: The allyloxycarbonyl (Aoc) group may be one of the best alternative protective groups for the total synthesis of phenylpropanoid glycosides.
出处
《北京大学学报（医学版）》
CAS
CSCD
北大核心
2001年第3期209-212,共4页
Journal of Peking University:Health Sciences
基金
国家自然科学基金! (2 930 2 0 0 8
30 0 70 887)资助&&
