Sodium Carbonate → HCID 70168342, compound

Participants

Reaction Steps

Methyl 4,6-dideoxy-4-fluoro-α-L-talopyranoside (WP 351) (33 g, 0.183 mol) was dissolved in a mixture of acetic anhydride/ethyl acetate (1:1 v/v, 600 mL) and sulfuric acid (1.5 mL) was added. After 2 hours, the reaction was finished and the reaction mixture was neutralized with a mixture of ice/NaHCO3/aq. Na2CO3 over 4 h. The product was extracted with ethyl acetate and dried with anhydrous Na2SO4. After evaporation of the solvents, the oily residue was dried under reduced pressure to give a crude crystallizing product, which was then purified by crystallization from ethyl ether to give 4,6-dideoxy-4-fluoro-1,2,3-tri-O-acetyl-L-talopyranose (WP 556) (FIG. 3) (50 g, 0.171 mol). Yield: 94%.

Provenance & Evidence