With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.83-87-4,(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate,as a common compound, the synthetic route is as follows.
83-87-4, To a solution of 30.0 g (76.8 mmol, 1 eq.) penta-O-acetyl-alpha/beta-D-glucopyranose (1) cooled to 0 C in 150 mL abs. dichloromethane 15.2 g (122 mmol, 1.6 eq.) thiocresol and 14.0 mL BF3Et2O (100 mmol, 1.3 eq.) were added slowly. After the addition, the solution was allowed to warm to room temperature and was stirred 24h. The organic phase was neutralized with sat.aq. NaHCO3 (3 ¡Á 70 mL), water (2 ¡Á 70 mL) and brine (50 mL). The organic layer was dried with MgSO4, filtered and the solvent was removed under reduced pressure. The crude product was purified by flash chromatography on silica (cHex/EtOAc, 2:1).
83-87-4 (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate 10293747, aTetrahydropyrans compound, is more and more widely used in various fields.
Reference£º
Article; Johannes, Manuel; Reindl, Maximilian; Gerlitzki, Bastian; Schmitt, Edgar; Hoffmann-Roeder, Anja; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 155 – 161;,
Tetrahydropyran – Wikipedia
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