Bulletin of the Korean chemical society | |
Enantiomeric Synthesis of Novel Apiosyl Nucleosides as Potential Antiviral Agents | |
Joon Hee Hong1  Aihong Kim1  | |
关键词: Apiosyl nucleosides; Claisen rearrangement; Luche procedure; Antiviral agents; | |
DOI : | |
学科分类:化学(综合) | |
来源: Korean Chemical Society | |
【 摘 要 】
A series of 2`,3`-dideoxy-3`-fluoro-D-apiosyl nucleosides 15, 16, 17 and 18 were synthesized enantiomerically with L-Gulonic- �?-lactone as the starting material. The reduction of butenolide 1 with DIBAL-H followed by the Luche procedure afforded the allylic alcohol 2. Ozonolysis and the reduction of compound 4 induced the cyclized lactol, which was acetylated to give the acetate 7. Condensation of the acetate 7 with silylated pyrimidine (N4-benzoyl cytosine) and a purine base (6-chloropurine) under Vorbruggen conditions and deblocking afforded a series of fluorinated apiosyl nucleosides.
【 授权许可】
Unknown
【 预 览 】
Files | Size | Format | View |
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RO201912010239264ZK.pdf | 100KB | download |