Water → HCID 86642456, compound

Participants

Reaction Steps

Mixture of 2-deoxy-2-iodo-1-O-triethylsilyl-α-D-mannopyranose (IX) and 1-O-triethylsilyl-2-iodo-2-deoxy-β-D-mannopyranose (VIII) (total of 3.55 g) was dissolved in THF (50 mL), water (20 mL) and trifluoroacetic acid (0.7 mL) and stirred at room temperature. Progress of the reaction was monitored by TLC and after substrate disappearance reaction mixture was washed with dichloromethane (5×10 mL). The remaining water solution was lyophilized and such obtained crude solid residue was purified by column chromatography (SilicaGel 60, Merck) using chloroform and chloroform:methanol 9:1, 7:3 as eluents, to give 2.3 g of 2-deoxy-2-iodo-D-mannose (X). Yield 90%.

Provenance & Evidence