Synthesis of acyclic nucleotide analogues derived from 6-hetarylpurines via cross-coupling reactions of 9-[2-(diethoxyphosphonylmethoxy)ethyl]-6-iodopurine with hetaryl organometallic reagents

被引:35
作者
Hocek, M
Masojidkova, M
Holy, A
机构
[1] Inst. of Organ. Chem. and Biochem., Acad. of Sci. of the Czech Republic
关键词
acyclic nucleoside phosphonates; phosphonomethoxyethylpurine derivatives; PMEA; organozinc reagents; organotin reagents; palladium; antivirals; ALKYLATED PURINE NUCLEOSIDES; ANTIVIRAL ACTIVITY; CONVENIENT METHOD; DERIVATIVES;
D O I
10.1135/cccc19970136
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title acyclic nucleotide analogues derived fr om 6-hetarylpurines were prepared by Pd(0)-catalysed cross-coupling reactions of 9-[2-(diethoxyphosphonylmethoxy)ethyl]-6-iodopurine (1) with hetarylorganometallics: (pyridin-2-yl)-, (imidazol-2-yl)- and (pyrrol-2-yl)zinc chlorides or (imidazol-5-yl)- stannanes, followed by deprotection in fair to good yields. The starting 6-iodopurine derivative 1 was prepared by iododeamination of the adenine derivative.
引用
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页码:136 / 146
页数:11
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