Synthesis of the 6-deoxytalose-containing tetrasaccharide of the glycopeptidolipid from Mycobacterium intracellare serotype 7 | |
Yana, Shiqiang; Liang, Xiaomei; Diao, Peiyu; Yang, Ye; Zhang, Jianjun; Wang, Daoquan; Kong, Fanzuo | |
刊名 | CARBOHYDRATE RESEARCH |
2008-12-08 | |
卷号 | 343期号:18页码:3107-3111 |
关键词 | Rhamnose 6-deoxy-alpha-l-talose Tetrasaccharide Selective Acylation |
英文摘要 | An efficient synthesis of 4-methoxyphenyl alpha-L-Rhap-(1 -> 3)-alpha-L-Rhap-(1 -> 3)-alpha-L-Rhap-(1 -> 2)-6-deoxy-alpha-L-Talp, the tetrasaccharide related to the GPLs of Mycobacterium intracellare serotype 7, was achieved with 4-methoxyphenyl 3,4-di-O-benzoyl-6-deoxy-alpha-L-talopyranoside (6c) as the key intermediate which was obtained through selective 3-O-benzoylation of 4-O-benzoyl-6-deoxy-alpha-L-taloside. Coupling of 6c with 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-alpha-L-rhamnopyranosyl trichloroacetimidate followed by removal of the allyloxycarbonyl protecting group afforded the disaccharide acceptor 11. Condensation of 11 with 2,3,4-tri-O-benzoyl-alpha-L-rhamnopyranosyl-(1 -> 3)-2,4-di-O-benzoyl-alpha-L-rhamnopyranosyl trichloroacetimidate and subsequent deprotection gave the target tetrasaccharide. (C) 2008 Elsevier Ltd. All rights reserved. |
WOS记录号 | WOS:000261365700014 |
内容类型 | 期刊论文 |
源URL | [http://ir.rcees.ac.cn/handle/311016/22356] |
专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
推荐引用方式 GB/T 7714 | Yana, Shiqiang,Liang, Xiaomei,Diao, Peiyu,et al. Synthesis of the 6-deoxytalose-containing tetrasaccharide of the glycopeptidolipid from Mycobacterium intracellare serotype 7[J]. CARBOHYDRATE RESEARCH,2008,343(18):3107-3111. |
APA | Yana, Shiqiang.,Liang, Xiaomei.,Diao, Peiyu.,Yang, Ye.,Zhang, Jianjun.,...&Kong, Fanzuo.(2008).Synthesis of the 6-deoxytalose-containing tetrasaccharide of the glycopeptidolipid from Mycobacterium intracellare serotype 7.CARBOHYDRATE RESEARCH,343(18),3107-3111. |
MLA | Yana, Shiqiang,et al."Synthesis of the 6-deoxytalose-containing tetrasaccharide of the glycopeptidolipid from Mycobacterium intracellare serotype 7".CARBOHYDRATE RESEARCH 343.18(2008):3107-3111. |
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