Chemical and Pharmaceutical Bulletin p. 554 - 556 (1999)
Update date:2022-08-05
Topics:
Itaya, Taisuke
Kanai, Tae
Takada, Yasutaka
Kaneko, Miki
Yasuhara, Kensuke
Fujii, Tozo
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).
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(1999)Doi:10.1021/jo990390b
(1999)Doi:10.1016/S0277-5387(98)00405-7
(1999)Doi:10.1021/jo990069t
(1999)Doi:10.1002/jps.2600580320
(1969)Doi:10.1016/S0022-328X(98)01131-0
(1999)
