A concise and practical synthesis of antigenic globotriose, alpha-D-Gal-(1 -> 4)-beta-D-Gal-(1 -> 4)-beta-D-Glc
文献类型：期刊论文
| 作者 | Chen, Langqiu; Zhao, Xing-E.; Lai, Duan; Song, Zhiwei; Kong, Fanzuo |
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 2006 |
| 卷号 | 341期号:9页码:1174-1180 |
| 关键词 | Globotriose Oligosaccharide Neighboring-group Participation |
| 英文摘要 | A concise and practical synthesis of the antigenic globotriose, alpha-D-Gal-(1 -> 4)-beta-D-Gal-(1 -> 4)-beta-D-Glc (13), was achieved by coupling of a monosaccharide donor, 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-alpha-D-galactopyranosyl trichloroacetimidate (4) with a disaccharide acceptor, p-methoxyphenyl 2,3,6-tri-O-benzoyl-beta-D-galactopyranosyl-(1 -> 4)-2,3,6-tri-O-benzoyl-beta-D-glucopyranoside (8), followed by deprotection. In spite of the existence of a C-2-ester substituent capable of neighboring-group participation in the donor, the coupling gave exclusively the alpha-linkage in satisfactory yield. The acceptor 8 was readily obtained from selective 3-O-benzoylation of the galactosyl. ring of p-methoxyphenyl 2,6-di-O-benzoyl-beta-D-galactopyranosyl-(1 -> 4)-2,3,6-tri-O-benzoyl-beta-D-glucopyranoside (7), which was prepared from p-methoxyphenyl beta-D-lactoside (5) via isopropylidenation, benzoylation, and deisopropylidenation. Donor 4 was obtained from p-methoxylphenyl 3-O-allyl-2,4,6-tri-O-benzoyl-beta-D-galactopyranoside (1) via selective 4,6-di-O-debenzoylation, oxidative removal of 1-O-MP, benzylidenation, and trichloroacetimidate formation. (c) 2006 Elsevier Ltd. All rights reserved. |
| WOS记录号 | WOS:000238178300012 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/22812]  |
| 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 | Chen, Langqiu,Zhao, Xing-E.,Lai, Duan,et al. A concise and practical synthesis of antigenic globotriose, alpha-D-Gal-(1 -> 4)-beta-D-Gal-(1 -> 4)-beta-D-Glc[J]. CARBOHYDRATE RESEARCH,2006,341(9):1174-1180. |
| APA | Chen, Langqiu,Zhao, Xing-E.,Lai, Duan,Song, Zhiwei,&Kong, Fanzuo.(2006).A concise and practical synthesis of antigenic globotriose, alpha-D-Gal-(1 -> 4)-beta-D-Gal-(1 -> 4)-beta-D-Glc.CARBOHYDRATE RESEARCH,341(9),1174-1180. |
| MLA | Chen, Langqiu,et al."A concise and practical synthesis of antigenic globotriose, alpha-D-Gal-(1 -> 4)-beta-D-Gal-(1 -> 4)-beta-D-Glc".CARBOHYDRATE RESEARCH 341.9(2006):1174-1180. |
入库方式： OAI收割
来源：生态环境研究中心
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