108782-87-2Relevant academic research and scientific papers
STUDIES ON STEREOSSPECIFIC FORMATION OF P-CHIRAL INTERNUCLEOTIDE LINKAGE. SYNTHESIS OF DIASTEREOISOMERIC 2'-DEOXYADENYLYL S-METHYLPHOSPHOROTHIOATES VIA NUCLEOSIDE HYDROXYL ACTEVATION
Lesnikowski, Zbigniew J.,Sibinska, Anna
, p. 5025 - 5034 (1986)
Substitution of 4-nitrophenoxy group at phosphorus atom of 5'-O-monomethoxytrityl-2'-deoxyadenosine 3'-O- (4) by base-activated 5'-hydroxyl function of 3'-O-tert-butyldimethylsilyl-2'-deoxyadenosine (5)gives fully protected P-chiral 2'-deoxyadenylyl(3',5') 2'-deoxyadenosine S-methylphosphorothioates (6), .Demethylation of internucleotideS-methylphosphorothioate group in 6 and deprotection of 3'-and 5'-hydroxyl functions lead to diastereoisomeric mixture of 2'-deoxyadenylyl(3',5')2'-deoxyadenosine-O,O-phosphorothioates (7).
