SYNTHESIS OF DINUCLEOTIDES CONTAINING A BRIDGED NONCHIRAL INTERNUCLEOTIDE 5'-PHOSPHORAMIDATE OR 3'-PHOSPHORAMIDATE LINKAGE

被引:11
|
作者
MAG, M [1 ]
ENGELS, JW [1 ]
机构
[1] UNIV FRANKFURT,INST ORGAN CHEM,D-60439 FRANKFURT,GERMANY
关键词
D O I
10.1016/S0040-4020(01)81755-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of several dinucleoside phosphate derivatives which are linked by phosphoramidate bands [3'-O-P(=O)(O)-NH-5' or 3'-NH-P(=O)(O)-O-5'] has been accomplished. The internucleoside phosphoramidate linkage was performed using the Staudinger reaction which is directly followed by a Michaelis-Arbuzov type transformation. Due to the exclusive use of base labile blocking groups deprotection could be carried out very easily in a single step by treatment with concentrated ammonia for 24 hours at 55 degrees C.
引用
收藏
页码:10225 / 10234
页数:10
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