UNSATURATED ANALOGS OF ACYCLIC NUCLEOSIDE PHOSPHONATES - AN UNUSUAL ARBUZOV REACTION WITH UNACTIVATED TRIPLE BOND

被引:2
|
作者
PHADTARE, S [1 ]
ZEMLICKA, J [1 ]
机构
[1] WAYNE STATE UNIV, SCH MED, DEPT INTERNAL MED, DETROIT, MI 48201 USA
来源
关键词
D O I
10.1080/07328319108046458
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
Phosphonates 6 and 8 were prepared by reaction of the corresponding chloroalkenes 5 and 7 with triethyl phosphite. Dealkylation of 6 and 8, combined with acid hydrolysis in case of 8, gave phosphonic acids 3a and 4b. By contrast, chloroalkyne 9 and triethyl phosphite afforded only 2-amino-6-chloro-N9-ethylpurine (10). The same reaction performed in the presence of tetrabutyl-ammonium iodide led to diphosphonate 11. Compound 4b inhibited the growth of murine leukemia L 1210 in culture (IC50 10-mu-M).
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页码:275 / 278
页数:4
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