1,4-DIAZABICYCLO[2.2.2]OCTANE (DABCO)-CATALYZED HYDROLYSIS AND ALCOHOLYSIS REACTIONS OF 2-AMINO-9-BENZYL-6-CHLORO-9H-PURINE

被引:43
作者
LINN, JA
MCLEAN, EW
KELLEY, JL
机构
关键词
D O I
10.1039/c39940000913
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-Amino-9-benzyl-6-chloro-9H-purine 1 is hydrolysed in refluxing water in the presence of 1,4-diazabicycle [2.2.2] octane (DABCO) to give 2-amino-9-benzyl-1,6-dihydro-6-oxo-9H-purine 3; however, 1 reacts with hydroxide ion at ambient temp., or an alcohol and potassium carbonate at elevated temperatures, in the presence of DABCO to give 3 or 6-alkoxy-2-amino-9-benzyl-9H-purines 4-8, respectively.
引用
收藏
页码:913 / 914
页数:2
相关论文
共 13 条
[11]  
MONTGOMERY JA, 1962, J MED CHEM, V5, P15, DOI 10.1021/jm01236a002
[12]   SYNTHESIS OF ANTIVIRAL COMPOUNDS - PREPARATION AND REARRANGEMENT OF 6-METHOXYGLYCEROPURINES [J].
OGILVIE, KK ;
HANNA, HR .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (12) :2702-2706
[13]   9-(2-HYDROXYETHOXYMETHYL)GUANINE ACTIVITY AGAINST VIRUSES OF HERPES GROUP [J].
SCHAEFFER, HJ ;
BEAUCHAMP, L ;
MIRANDA, PD ;
ELION, GB ;
BAUER, DJ ;
COLLINS, P .
NATURE, 1978, 272 (5654) :583-585