444786-36-1Relevant academic research and scientific papers
Synthesis of acyclic bis-vinyl pyrimidines: A general route to d4T via metathesis
Ewing,Gla?on,Mackenzie,Postel,Len
, p. 941 - 945 (2007/10/03)
Unsaturated acyclic pyrimidine analogues, 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}uracil, 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}thymine and 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine having two asymmetric carbon atoms have been prepared in good yield starting from uridine and 5-methyluridine. The bis-vinyl thymine derivative underwent ring closure metathesis to give d4T, thus providing a novel synthesis of this compound.
A novel approach to unsaturated acyclic nucleoside analogues and the first synthesis of d4T by ring closure metathesis
Ewing, David,Gla?on, Virginie,Mackenzie, Grahame,Postel, Denis,Len, Christophe
, p. 3503 - 3505 (2007/10/03)
Novel unsaturated acyclic nucleoside analogues, 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}uracil, 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}thymine and 1-{1-[1-(hydroxymethyl)prop-2-enyloxy]prop-2-enyl}cytosine have been prepared in good yield from uridine and 5-methyluridine by periodate cleavage followed by a double Wittig reaction which introduces two vinyl groups. The thymine derivative underwent ring closure metathesis to give a novel synthesis of d4T.
