STEREOSELECTIVE GLYCOSYLATION USING FULLY BENZYLATED PYRIMIDIN-2-YL 1-THIO-BETA-D-GLYCOPYRANOSIDES
文献类型：期刊论文
| 作者 | CHEN, Q; KONG, FZ |
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 1995 |
| 卷号 | 272期号:2页码:149-157 |
| 关键词 | Stereoselective Glycosylation 1-thio-beta-d-galactopyranosides Pyrimidin-2-yl |
| DOI | 10.1016/0008-6215(95)00031-N |
| 英文摘要 | Pyrimidin-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-gluco- (5) and -beta-D-galacto-pyranoside (6), and pyrimidin-2-yl 2,3,4-tri-O-benzyl-1-thio-beta-D-xylo- (7), and -alpha-D-arabino-pyranoside (8) were readily prepared from the corresponding per-O-acetylated 1-thioglycopyranosides, which were in turn obtained from the relevant acetobromosugars and 2-mercaptopyrimidine under phase-transfer conditions. Glycosidic coupling reactions using 5 (or 6, 7, or 8) as the donor and methyl 2,4,6-tri-O-benzyl-alpha-D-mannopyranoside as the acceptor in the presence of trimethylsilyl triflate afforded 1,2-cis-configured, 1 --> 3-linked disaccharides (alpha from 5, 6, and 7, beta from 8) as the sole products in moderate to excellent yields. The coupling reaction of 6 (or 7 or 8) with 1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose in the presence of silver triflate furnished 1 --> 6-linked disaccharides in high yield, with the 1,2-cis isomers predominant. |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| WOS记录号 | WOS:A1995RU52900003 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/24446]  |
| 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, Q,KONG, FZ. STEREOSELECTIVE GLYCOSYLATION USING FULLY BENZYLATED PYRIMIDIN-2-YL 1-THIO-BETA-D-GLYCOPYRANOSIDES[J]. CARBOHYDRATE RESEARCH,1995,272(2):149-157. |
| APA | CHEN, Q,&KONG, FZ.(1995).STEREOSELECTIVE GLYCOSYLATION USING FULLY BENZYLATED PYRIMIDIN-2-YL 1-THIO-BETA-D-GLYCOPYRANOSIDES.CARBOHYDRATE RESEARCH,272(2),149-157. |
| MLA | CHEN, Q,et al."STEREOSELECTIVE GLYCOSYLATION USING FULLY BENZYLATED PYRIMIDIN-2-YL 1-THIO-BETA-D-GLYCOPYRANOSIDES".CARBOHYDRATE RESEARCH 272.2(1995):149-157. |
入库方式： OAI收割
来源：生态环境研究中心
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