Synthesis of (-)-Biopterin Using (S)-Ethyl Lactate as a Starting Material

Abstract

(-)-Biopterin was synthesized from (1S, 2S)-1-(l, 3-dithian-2-yl) propane- 1, 2-diol 5 (= C), which was derived from commercially available (S)-ethyl lactate. Diol 5 (= C) was converted to 15 through a six-step sequence. Ketone 15 was submitted to condensation with 3, 5, 6-triaminopyrimidinol (TAP, 2), and followed by oxidation to afford isopropylidenebiopterin (16). Finally, 16 was deprotected to give (-)-biopterin (1).