6-脱氧-α-d-艾杜庚糖吡喃基羧酸的合成  

Synthesis of 6-deoxy-α-d-ido-heptopyranosyl carboxylic acid

作　　者：苏勇 高静茹 王建军 李甜甜 王鹏[1] 李明[1,2] SU Yong;GAO Jing-ru;WANG Jian-jun;LI Tian-tian;WANG Peng;LI Ming(Key Laboratory of Marine Drugs,Ministry of Education,School of Medicine and Pharmacy,Ocean University of China,Qingdao 266003,China;Laboratory for Marine Drugs and Bioproducts of Qingdao Pilot National Laboratory for Marine Science and Technology,Qingdao 266237,China)

机构地区：[1]中国海洋大学海洋药物教育部重点实验室,医药学院,山东青岛266003 [2]青岛海洋科学与技术试点国家实验室海洋药物与生物制品功能实验室,山东青岛266237

出　　处：《中国海洋药物》2021年第3期46-50,共5页Chinese Journal of Marine Drugs

基　　金：国家自然科学基金项目(21672194,21977088)资助。

摘　　要：目的对6-脱氧-α-d-艾杜庚糖吡喃基羧酸进行合成研究,以期解决6-脱氧-d-艾杜庚糖类化合物的来源问题。方法通过2-萘甲基的选择性脱除、烯烃的氧化断裂及羟甲基氧化等关键反应操作,完成目标化合物的合成。结果以简便易得的4,6-O-苯亚甲基-α-d-吡喃葡萄糖烯丙基碳苷为原料,经9步反应,以10.2%的总收率合成了6-脱氧-α-d-艾杜庚糖吡喃基羧酸,为6-脱氧-d-艾杜庚糖砌块的合成提供了方法学基础。Objective The synthesis research on 6-deoxy-α-d-ido-heptopyranosyl carboxylic acid was conducted in order to resolve the problem of the limited sources of 6-deoxy-d-ido-heptopyranose.Methods Selective removal of the 2-naphthylmethyl group,oxidative cleavage of alkene and oxidation of hydroxymethyl were used for the synthesis of the target molecule.Results 6-deoxy-α-d-ido-heptopyranosyl carboxylic acid was synthesized in 9 steps and overall 10.2%yield from 1-C-allyl-α-d-glucopyranoside,laying the solid foundation for the synthesis of 6-deoxy-d-ido-heptopyranose building blocks.

关 键 词：葡萄糖烯丙基碳苷 6-脱氧-α-d-艾杜庚糖吡喃基羧酸 庚糖 

分 类 号：R914[医药卫生—药物化学]