78111-39-4Relevant academic research and scientific papers
Synthesis of 5′-functionalized adenosine: Suppression of cyclonucleoside formation
Liu, Fei,Austin, David J
, p. 3153 - 3154 (2001)
A new method of preparation for 5′-amino-2′,3′-isopropylidene adenosine 1, an important precursor to many adenosine derivatives, is described. This procedure suppresses the undesired intramolecular cyclization and does not require chemical protection of the exocyclic amino group of the adenine ring. The use of a 5′-phophate triester activating group is representative of natural biological substitution at this position, which likely contributes to its greater stability and selective reactivity. This sequence is efficient and should allow easy access to compounds of type 1 in high yield.
Mild and Regiospecific Phosphorylation of Nucleosides
Caputo, Romualdo,Guaragna, Annalisa,Pedatella, Silvana,Palumbo, Giovanni
, p. 917 - 918 (1997)
Nucleosides are reported to be conveniently phosphorylated by diphenylphosphate previously activated with a triarylphosphine-I2 complex. The reaction is characterised by mild conditions, high yields, easy work-up and purification of the final product. The activation of the phosphorylating agent, unlike Mitsunobu reaction, enables to avoid the usual inversion of configuration at C-3′.
NUCLEOTIDES, XIII: PHOSPHORYLATIONS OF ADENOSINE AND 2'-DEOXYADENOSINE BY PHOSPHOROCHLORIDATES
Charubala, Ramamurthy,Pfleiderer, Wolfgang
, p. 761 - 776 (2007/10/02)
Phosphorylations of adenosine and 2'-deoxyadenosine by various phosphorylating agents such as diphenylphosphorochloridate have been achieved at positions 3', 5'and N6 using appropiate starting materials for unambiguous synthesis.There is a grad
