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, In the scheme shown below, the synthesis of a C-glycosyl containing molecule is described. The sequence commences with the reaction of peracetyl D-glucose with 33% HBr in acetic acid to produce the anomeric bromide 45. Treatment of 45 with excess Grignard reagent 46, generated from 1,4- dibromobenzene and magnesium, followed by treatment of the crude product with acetic anhydride in pyridine provides the desired bromophenyl derivative 47. Conversion of 47 to the corresponding pinacol boronate ester 49 was accomplished by reaction with zs(pinicolato)diboron (48) under the influence of palladium catalysis. Suzuki coupling of 48 with 8 gave the expected biphenyl derivative 50 that was deprotected by first hydrolysis in aqueous methanol and triethylamine, hydrogenolysis over palladium on carbon and finally treatment with aqueous HF to give the desired product 51.
As the paragraph descriping shows that 83-87-4 is playing an increasingly important role.
Reference£º
Patent; MICROBIA, INC.; WO2006/121861; (2006); A2;,
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