Synthesis of N2-alkylguanosine using Mitsunobu reaction as a key step.
Peracetylated guanosine was reacted with POCl3 to give an 2-acetamido-6-chloro-9H-purine derivative, which was condensed with primary or secondary alcohols to give N2-alkylated analogues. The products were treated with mercaptoethanol in the presence of sodium methoxide to afford N2-alkylguanosines.
Maruyama
T
T
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
Yorikane
A
A
Kozai
S
S
D000107:Acetylation; D000478:Alkylation; D006151:Guanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D006151:Guanosine