| 苏勇,高静茹,王建军,等.6-脱氧-α-D-艾杜庚糖吡喃基羧酸的合成[J].中国海洋药物,2021,40(3):46-50. |
| 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 |
| 投稿时间：2020-06-01 修订日期：2020-06-06 |
| DOI： |
| 中文关键词: 葡萄糖烯丙基碳苷 6-脱氧-α-艾杜庚糖吡喃基羧酸 庚糖 |
| English Keywords:1-C-allyl-α-D-glucopyranoside 6-deoxy-α-D-ido-heptopyranosyl carboxylic acid heptose |
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| 中文摘要: |
| 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-苄叉-α-D-吡喃葡萄糖烯丙基碳苷为原料,经9步反应,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。 |
| English Summary: |
| Objective The synthesis research on 6-deoxy-α-D-ido-heptopyranosyl carboxylic acid was conducted with the hope of solving the problem of limited natural sources of 6-deoxy-D-ido-heptopyranose. Methods Selective removal of the 2-naphthylmethyl group, oxidative cleavage of alkene and oxidation of hydroxymethyl finished the synthesis of the target molecule. Results The target molecule is synthesized from 1-C-allyl-α-D-glucopyranoside in overall 10.2% yield in 9 steps, laying the solid foundation for the synthesis of 6-deoxy-D-ido-heptopyranose building blocks. |
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