Synthesis Of Rosuvastatin Calcium

Rosuvastatin Calcium which Chemical name is Bis [(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-e noic acid] calcium salt is the third generation's HMG-COA reductase inhibitor developed by ASTRAZENECA, Can treat the disorder of high blood-cholesterol , mixing blood-fat disturbance and simple high blood-fat trimyristin.Rosuvastatin Calcium was synthesized though new synthetic route , according to the strategy of preparing the chiral side chain aldehyde and new-style parent nuclear respectively, followed by reaction of WITTIG condensation . (1) Synthesis the chiral side chain aldehyde: we take (R)-4-benzyloxy-3-hydroxyl-butyronitrile for primary raw, prepare the double carbonyl ester including chiral hydroxyl group by REFORMATSKY reaction , then react chiral reduce,protected by 2,2-dimethyoxylpropane , shuck the benzyloxyl group by hydrogenation , get the side chain aldehyde by reaction of oxidation .(2) Synthesis the new-style parent nuclear : we take pyrimdine alcohol for primary raw , get the parent nuclear through bromation and salified with tripheny-lphosphine . (3) Rosuvastain Calcium was prepared from WITTIG condensation of above components acted on strong base, deprotection of hydroxyl group and hydrolysis of its ester group. Total yield is 47.3%.