Water → 1-(9,10-dihydroxydecyl)-3,7-dimethylxanthine

A solution of 1-(9-decenyl)-3,7-dimethylxanthine (3.2g, 10.1 mmol), prepared above, 4-methylmorpholine-N-oxide (1.41 g, 12 mmol) and 2.5% osmium tetroxide in t-butanol (3 drops) in acetone (40 ml) and water (10 ml) was stirred for 24 hr. After the addition of saturated sodium dithionite solution (5 ml) the mixture was stirred for 15 min. The mixture was extracted with 25% ethanol-dichloromethane (4×50 ml). The combined organic layers were dried over sodium sulfate and the solvents were evaporated under vacuum to give a solid which was recrystallized (ethanol) to give 1-(9,10-dihydroxydecyl)-3,7-dimethylxanthine (3.30 g, 93% yield).

1. extractionThe mixture was extracted with 25% ethanol-dichloromethane (4×50 ml)
2. dry with materialThe combined organic layers were dried over sodium sulfate
3. customthe solvents were evaporated under vacuum
4. customto give a solid which
5. customwas recrystallized (ethanol)

ORD record

ord-3594cde333514c0e818f3644784f149c

Source dataset

uspto-grants-2000_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06020337