Bulletin of the Korean chemical society | |
Efficient Construction of Quaternary Carbon: Stereocontrolled Synthesis of Novel Abacavir Analogue | |
Joon Hee Hong1  Aihong Kim1  | |
关键词: Quaternary carbon; Abacavir; Claisen rearrangement; Ring-closing metathesis; | |
DOI : | |
学科分类:化学(综合) | |
来源: Korean Chemical Society | |
【 摘 要 】
This paper discusses the racemic and stereoselective synthetic route for novel 4`�? -methyl and 6`�? -methyl analogues of abacavir. The quaternary carbon at the 4`-position of carbocyclic nucleoside was installed successfully via a Claisen rearrangement. The stereocontrolled construction of a methyl group in the 6`�? - position was directed through the Felkin-Anh rule. A Bis-vinyl compound 9 was cyclized successfully using Grubbs�? catalyst II to provide a carbocycle nucleus for the target compound. The synthesized compound 15 showed moderate anti-HIV activity (EC50 = 10.67 �?M, MT-4 cell lines).
【 授权许可】
Unknown
【 预 览 】
Files | Size | Format | View |
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RO201912010240644ZK.pdf | 549KB | download |