Application | (R)-( )-2, 2-dimethyl-1, 3-dioxole-4-formaldehyde, also known as R-glyceraldehyde acetone, is an intermediate in the synthesis of gemcitabine. Gemcitabine hydrochloride is a new synthetic difluoronucleoside anti-metabolic anti-tumor drugs, the product was first developed by the United States elilly company, trade name "Gemzar". Gemcitabine hydrochloride can inhibit DNA synthesis. |
preparation | 220g of dichloromethane and 23g of diacetone-D-mannitol were sequentially added to the clean reactor, 18-crown -6-ether 0.23g,TEMPO 0.4g, after mixing evenly, slowly cool to 10 ℃, and then add 72g of sodium hypochlorite aqueous solution with mass percentage of 10wt% dropwise, during the dropwise addition, the temperature of the reaction system is controlled to be below 15 ° C. After the dropwise addition is completed, the reaction is continued so that the temperature is maintained at 30 ° C. To 32 ° C. For the oxidation reaction for 1H, after the reaction is finished, stand, layer, remove the water layer, collect the organic layer with 50g water once, layer to remove the water layer, the collected organic layer is added 20g anhydrous sodium sulfate and stirred for drying treatment for 30min, Suction filtration, the filtrate was collected, and the filtrate was concentrated under reduced pressure to remove the solvent, and the obtained wet product was baked to obtain dry product (R)-( )-2, 2-dimethyl-1, 3-dioxolane -4-formaldehyde 22.1g, yield 97%, gas phase content 99.2%. |