반응 #468894

반응 방정식

lovastatin

phenylboronic acid

toluene

→

lovastatin phenylboronate

용매

water

반응 조건

후처리

1. 1
   온도was heated with agitation under a nitrogen atmosphere
2. 2
   기타was collected
3. 3
   기타separated from the reaction mixture
4. 4
   온도The solution was cooled
5. 5
   기타1.39 L of toluene was removed by vacuum distillation at 40-50° C
6. 6
   workup.ADDITIONThe concentrated solution was treated with hexanes (3.15 L) between 40-50° C
7. 7
   여과the product was filtered
8. 8
   세척washed with 0-5° C. hexanes (350 mL)
9. 9
   기타The product was dried at 35-40° C. under vacuum

실험 절차

A suspension of lovastatin (350 g, 0.865 mmol), phenylboronic acid (110.8 g, 0.909 mmol) and toluene (1.75 L) was heated with agitation under a nitrogen atmosphere. A reflux temperature of 100-105° C. was maintained for 55 minutes as water was collected and separated from the reaction mixture. The solution was cooled and 1.39 L of toluene was removed by vacuum distillation at 40-50° C. The concentrated solution was treated with hexanes (3.15 L) between 40-50° C. The resulting suspension was cooled to 0-5° C. for 2 hours and the product was filtered and washed with 0-5° C. hexanes (350 mL). The product was dried at 35-40° C. under vacuum to provide 427.9 g (37%) of lovastatin phenylboronate at >99% purity by HPLC.

출처