Purine → N9-cyanoethyl purine

関与物質

反応手順

More specifically, a purine compound is alkylated with 3-bromopropionitrile in the presence of NaH to give N9-cyanoethyl purine intermediate. Reaction of this intermediate with a methyliodo-ester and lithium 2,2,6,6-tetramethylpiperidine affords a mixture of N7-alkylated and N9-alkylated ester-containing products. Reduction of the ester in N9-alkylated product gives another intermediate, which is converted to a desired purine compound of formula (I) by an alkylation reaction or by reacting with a phosphonate in the presence of tert-butoxide. Similarly, reduction of the ester in N7-alkylated product gives a compound, which reacts with a phosphonate to produce an N7-substituted phosphonate-purine.

情報源と証拠