129835-19-4Relevant academic research and scientific papers
Convenient syntheses of 3′-amino-2′,3′- dideoxynucleosides, their 5′-monophosphates, and 3′-aminoterminal oligodeoxynucleotide primers
Eisenhuth, Ralf,Richert, Clemens
body text, p. 26 - 37 (2009/04/07)
(Chemical Equation Presented) 5′-Protected 3′-amino-2′, 3′-dideoxynucleosides containing any of the four canonical nucleobases (A/C/G/T) were prepared via azides in five to six steps, starting from deoxynucleosides. For pyrimidines, the synthetic route in
Efficient synthesis of 2'-deoxynucleoside 3'-C-phosphonates: Reactivity of geminal hydroxyphosphonate moiety
Kralikova,Budesinsky,Masojidkova,Rosenberg
, p. 1159 - 1183 (2007/10/03)
In this report we present a novel, simple way for the synthesis of 3'-C-phosphonate derivatives of all four basic 2'-deoxynucleosides in both fully protected and deprotected forms. The reactivity of the geminal hydroxy phosphonate moiety located at the 3'
Mild Periodinane Oxidation of Protected Nucleosides to Give 2'- and 3'-Ketonucleosides. The First Isolation of a Purine 2'-Deoxy-3'-ketonucleoside Derivative
Samano, Vicente,Robins, Morris J.
, p. 5186 - 5188 (2007/10/02)
Oxidation of 3',5'- or 2',5'-bis-O-silyl-protected nucleosides with Dess-Martin 12-I-5 periodinane reagent, 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one (I), in dichloromethane gives 2'- or 3'-ketonucleoside derivatives, respectively.Isolation of the first purine 2'-deoxy-3'-ketonucleoside derivative (2d) has been accomplished by periodinane oxidation of 5'-O-(tert-butyldiphenylsilyl)-2'-deoxyadenosine (1d).
