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2-(((TERT-BUTYLDIMETHYLSILYL)OXY)METHYL)-3-HYDROXY-6-METHYL-4H-PYRAN-4-ONE(WXG00735) synthesis

3synthesis methods
3-(benzyloxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-4H-pyran-4-one(WXG00734)

958457-25-5
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2-(((TERT-BUTYLDIMETHYLSILYL)OXY)METHYL)-3-HYDROXY-6-METHYL-4H-PYRAN-4-ONE(WXG00735)

958457-26-6
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Yield:-

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethyl acetate; under 1350.14 Torr; for 3 h;

Steps:

5

To a solution of Intermediate 4 (23.71 g) in ethyl acetate (600 mL) under N2 atmosphere was added palladium 10% w/w on activated charcoal (FLUKA, 700.9 mg). The mixture was hydrogenated at 1.8 x 105 Pa (1.8 bars) for 3 hours. The catalyst was removed by filtration and the solvent evaporated to dryness under vacuum to afford 16.72 g of the title compound. 1H-NMR (, ppm, CDCl3): 6.43(bd, 1H); 6.23(s,1H); 4.70(s, 2H); 2.32(s, 3H); 0.91 (s, 9H); 0.12 (s, 6H)

References:

EP1862459,2007,A1 Location in patent:Page/Page column 20