Sodium cyanoborohydride → HCID 86651334, compound

Participants

Reaction Steps

Sodium cyanoborohydride (68 mg, 1.1 mmol) was added to a stirred solution of (2S,3R)-2-(methylamino)-4-(methylthio)butane-1,3-diol (120 mg, 0.7 mmol) and 5-(benzyloxymethyl)-4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carbaldehyde (263 mg, 0.9 mmol) in methanol (2 ml) and the resulting reaction left for 48 h. The reaction was concentrated in vacuo and the resulting residue purified by flash chromatography on silica gel eluting with 5% MeOH/DCM=>10% MeOH/DCM to afford, presumably, (2S,3R)-2-(((5-(benzyloxymethyl)-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)(methyl)amino)-4-(methylthio)butane-1,3-diol B.4 (220 mg, 67% yield) as a syrup which was used in the next step without purification.

Provenance & Evidence