Synthesis

N6-Acetyl-2′, 3′, 5′-tri-O-acetyladenosine; A Convenient,'Missed Out'Substrate for Regioselective N6-Alkylations

…, SV Kolyachkina, CS Alexeev, SN Mikhailov

Index: Tararov, Vitali I.; Kolyachkina, Svetlana V.; Alexeev, Cyril S.; Mikhailov, Sergey N. Synthesis, 2011 , # 15 p. 2483 - 2489

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Citation Number: 12

Abstract

Abstract A simple and efficient route to N 6-acetyl-2′, 3′, 5′-tri-O-acetyladenosine (1) was developed based on selective N-deacetylation of pentaacetylated adenosine 2 with methanol at room temperature in the presence of imidazole. Preparative synthesis of 1 was elaborated utilizing a crude mixture of 2 and 1 which is produced by reaction of adenosine with acetic anhydride in pyridine at elevated temperatures. The total yield of 1 was 80-85 ...