Boric Acid → xylofuranose

Temperature

50 °C

L-xylose of formula 10 (5.00 g, 33.3 mmol) and boric acid (4.53 g, 73.3 mmol) were dissolved in acetic acid (120 mL), followed by heating at 50° C. for 1 hour with stirring. Acetic anhydride (120 mL) was added thereto. The reaction mixture was heated at 50° C. for 3 days and then cooled down at room temperature, followed by extraction by using water (600 mL) and ethyl acetate (3×300 mL). The ethyl acetate extract was washed with saturated sodium_bicarbonate solution and brine, and moisture remained in the solvent was dried over magnesium sulfate. The extract was concentrated to give xylofuranose, the compound of formula 5, as a syrup (10.45 g, 32.8 mmol, 99%, α:β=1:1.8).

1. temperatureThe reaction mixture was heated at 50° C. for 3 days
2. temperaturecooled down at room temperature
3. extractionfollowed by extraction
4. extractionThe ethyl acetate extract
5. washwas washed with saturated sodium_bicarbonate solution and brine, and moisture
6. dry with materialwas dried over magnesium sulfate
7. concentrationThe extract was concentrated

ORD record

ord-989cd324b29e43a58fb71d73aa51aa81

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09062088B2