Efficient Synthesis of Glycosylated Matijin-Su Derivatives via Ultrasonic Irradiation

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• 作者：Guangping Liang ; Zhanxing Hu ; Jie Yuan ; Guangyi Liang and Bixue Xu
• 刊名：Chinese Journal of Chemistry
• 出版年：2016
• 出版时间：December, 2016
• 年：2016
• 卷：34
• 期：12
• 页码：1353-1359
• 全文大小：390K
• ISSN：1614-7065

文摘

Matijin-Su (1) is a phenylalanine dipeptide compound with anti-hepatitis B virus (HBV) activity. Previous reports suggest that the synthesis of glycosylated Matijin-Su derivatives needs at least 10 steps. To simplify the synthetic procedure, we have developed a shorter and more efficient method for the preparation via ultrasound irradiation. Two galactopyranosylated (2) and two glucopyranosylated (3) derivatives were synthesized in 6 or 7 steps. The overall yields for the total synthesis of galactopyranosylated derivatives were markedly increased to 39% (2a) or 22% (2b). And the yields for glucopyranosylated derivatives also reached 29% (3a) or 16% (3b).