Synthesis p. 303 - 308 (1992)
Update date:2022-09-26
Topics:
Murata
Sugimoto
Ogiwara
Mogi
Wasada
Condensation of 2,4,5-triamino-6-butoxypyrimidine with various 2-formyloxiranes followed by oxidation with iodine affords 2-amino-4-butoxy-6-(1-hydroxyalkyl)pteridines regioselectively. Naturally occurring L-erythro-biopterin is synthesized from (1S,2S,3S)-2-formyl-3-(1-hydroxyethyl)oxirane. The reaction proceeds via 5,6-dihydropteridine, and the mechanism is discussed with the help of molecular orbital calculations.
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Doi:10.1016/j.poly.2012.08.074
(2012)Doi:10.1246/cl.1992.349
(1992)Doi:10.1055/s-2002-33115
(2002)Doi:10.1021/jo0259055
(2002)Doi:10.1055/s-1992-26091
(1992)Doi:10.1021/ol3027335
(2012)