225640-39-1Relevant articles and documents
Purines. LXXIX. Synthesis and hydrolysis of 3-methoxyadenine and its N6-benzyl derivative leading to the corresponding 2-hydroxyadenines
Itaya, Taisuke,Kanai, Tae,Takada, Yasutaka,Kaneko, Miki,Yasuhara, Kensuke,Fujii, Tozo
, p. 554 - 556 (1999)
Methylation of adenine 3-oxide (8a) with MeI in AcNMe2 afforded 3- methoxyadenine (9a) in 44% yield. This compound (9a) underwent hydroxide-ion attack at the 2-position to give 2-hydroxyadenine (isoguanine) (10a) in 38% yield. A parallel reaction sequence starting from N6-benzyladenine 3-oxide (8c) and proceeding through N6-benzyl-3-methoxyadenine (9c) provided N6- benzyl-2-hydroxyadenine (10c) in 29% overall yield, together with a small amount of N6-benzyladenine (11c).