INFLUENCE OP REMOTE STRUCTURE UPON REGIOSELECTIVITY IN THE N-ALKYLATION OF 2-AMINO-6-CHLOROPURINE - APPLICATION TO THE SYNTHESIS OF PENCICLOVIR

被引:8
作者
CHOUDARY, BM [1 ]
GEEN, GR [1 ]
GRINTER, TJ [1 ]
MACBEATH, FS [1 ]
PARRATT, MJ [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,HARLOW CM19 5AD,ESSEX,ENGLAND
来源
NUCLEOSIDES & NUCLEOTIDES | 1994年 / 13卷 / 04期
关键词
D O I
10.1080/15257779408011871
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Reaction of 2-amino-6-chloropurine with trans-2-alkyl-5-iodoethyl-1,3-dioxanes under basic conditions afforded N-9 and N-7 alkylated products, the product ratio obtained being dependent on the size of the 2-alkyl group. This allowed a highly regioselective key step in the synthesis of the anti-herpes agent penciclovir.
引用
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页码:979 / 996
页数:18
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