76998-80-6Relevant academic research and scientific papers
NEW GUANOSINE DERIVATIVES: FACILE O6-PHOSPHORYLATION, THIOPHOSPHINYLATION, SULPHONYLATION AND SILYLATION OF GUANOSINE DERIVATIVES BY 4-DIMETHYLAMINOPYRIDINE CATALIZED REACTION
Daskalov, Hristo Petrov,Sekine, Mitsuo,Hata, Tsujiaki
, p. 3899 - 3902 (1980)
Appropriately protected guanosine derivatives were successfully converted to the corresponding O6-substituted guanosine derivatives by treatment with dialkyl- or diaryl-phosphoryl halides, dialkyl- or diaryl-phosphinothioyl halides, arenesulfon
Synthesis and Properties of O6-Substituted Guanosine Derivatives
Daskalov, Hristo Petrov,Sekine, Mitsuo,Hata, Tsujiaki
, p. 3076 - 3083 (2007/10/02)
Reactions of 2',3',5'-tri-O-acetyl-N2-protected or unprotected guanosine derivatives with phosphoryl, phosphinothioyl, arylsulfonyl, and silyl halides in dichloromethane gave the corresponding O6-substituted guanosine derivatives in good yields.In these reactions, 4-(dimethylamino)pyridine (DMAP) was found to be very effective catalyst.The physical data of these products and their stabilities under acidic and basic conditions were described in detail.Selective detritylation of O6-arylsulfonyl-N2-tritylguanosinde derivatives was accomplished by treatment with 80percent aceti c acid.It was found that O6-dibutylphosphinothioyl derivatives were relatively stable under conditions where acetyl group was predominantly removed.
