Acetone → HCID 86737820, compound

Participants

Reaction Steps

A solution of 1.64 g; 6.38 mmol of compound VII in 76 ml of anhydrous pyridine was treated at 0° C. under stirring with 2 g of p-nitrobenzoyl chloride. After 30 minutes at 0° C. and then 20 hours at room temperature, the reaction mixture was poured into iced water and extracted with chloroform; the combined chloroform extracts were washed successively with a 10% potassium bisulphate solution, 10% sodium bicarbonate solution and finally with water, after which it was dried over anhydrous sodium sulphate and then concentrated to a residue. The residue was chromatographed on a silica gel column. Elution with a chloroform: acetone mixture (95:5 by volume) gave 1.76 g (yield 68%) of 4-O-methyl-1-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-L-ribohexopyranose (VIII).

Provenance & Evidence