Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 147118-40-9, name is Rosuvastatin methyl ester. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of Rosuvastatin methyl ester
The synthetic route is shown in flow diagram 4:The detailed preparing process is as follows:150mL acetonitrile and 18g (3R,5S,6E)-7-[4-(4-flurophenyl)-6-(1-methyl ethyl)-2-[methyl (methyl sulfonyl) amino]-5-pyrimidyl]-3,5-dihydroxy-6-methyl heptenoate were added to a 500mL reaction flask.Once the product was fully dissolved, 40mL purified water was added and the mixture was heated to 40°C.Subsequently, 42mL 1N sodium hydroxide solution was added at constant speed, wherein the addition process took around 15 minutes, and then the mixture was reacted at 40°C for 2.5 hours.The obtained solution was vacuum distilled to remove acetonitrile at 45°C, 30mL water was then added, and the mixture was cooled to 30°C with ice water.The mixture was washed three times with ethyl ether (50mL each time), wherein it was stirring for 15 minutes during each washing, the obtained mixture was allowed to stand for layering, and the water phase was collected.Then 3g activated carbon was added, the mixture was heated to 40°C and stirred for 60 minutes, the obtained mixture was filtered, the filter cake was washed with 10mL purified water, the filtrate and washing solution were combined and cooled to 20°C, and then 90mL ethyl ether was added.The pH value was adjusted to 5 with 0.5N hydrochloric acid, the mixture was stirred for 15 minutes and allowed to stand for layering for 15 minutes.The water phase was extracted twice with ethyl ether (60mL each time), wherein it was stirring for 15 minutes during each extraction, and then was allowed to stand for layering.The organic phases were combined and washed twice with saturated sodium chloride solution (60mL each time) and then allowed to stand for layering.The water phase was removed, while 6g anhydrous sodium sulfate was added to the organic phase and stirred for 35 minutes.The obtained mixture was filtered to remove anhydrous sodium sulfate, the filtrate was vacuum distilled to remove ethyl ether at 30°C, then 50g DMF and 2.5g K2CO3 were added.The mixture was vacuum distilled for 1.5 hours at 30°C to remove ethyl ether.As a result, 69.6g DMF solution containing (3R,5S,6E)-7-[4-(4-flurophenyl)-6-(1-methyl ethyl)-2-[methyl (methyl sulfonyl) amino]-5-pyrimidyl]-3,5-dihydroxy-6-heptonic acid was obtained.
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Reference:
Patent; Changzhou Pharmaceutical Factory; EP2298745; (2011); A1;,
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