Methanesulfonyl chloride → 2,3,4,6-Tetra-O-benzyl-1,5-di-O-mesyl-D-galactitol

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Reaction Steps

2,3,4,6-Tetra-O-benzyl-D-galactitol (7.6 g) was stirred at 0° C. in pyridine (20 ml) and a solution of mesyl chloride (2.5 ml) in pyridine (20 ml) was added. The solution was stored at 4° C. overnight. TLC analysis showed completion of the reaction. The reaction mixture was partitioned between ethyl acetate and water/ice. The organic fractions were washed with 5% hydrochloric acid then saturated aqueous sodium bicarbonate solution, dried (Na2SO4) and concentrated to give a colourless oil which was used directly in the next stage.

Provenance & Evidence