Water → 1-(5,6-Dihydroxyhexyl)-3,7-dimethylxanthine

関与物質

役割	名称	HCID	仕込み量
反応物	Water	HCID 962	—
反応物	Sodium Dithionite	HCID 24489	—
反応物	Methyl morpholine oxide	HCID 82029	—
反応物	1-(Hex-5-en-1-yl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione	HCID 12877680	—
触媒	tert-Butanol	HCID 6386	—
触媒	Osmium Tetroxide	HCID 30318	—
溶媒	Acetone	HCID 180	—
生成物	1-(5,6-Dihydroxyhexyl)-3,7-dimethylxanthine	HCID 15895955	62%

反応手順

To a mixture of 1-(5-Hexenyl)-3,7-dimethylxanthine (1.07 g, 4.1 mmol) and N-methylmorpholine-N-oxide (1.44 g, 12.3 mmol) in water (20 mL) and acetone (10 mL) was added 2.5% osmium tetraoxide in t-butanol (6 drops). After stirring for 48 hours, the mixture was treated with 20% aqueous sodium dithionite solution (20 mL). After 2 minutes, the mixture is extracted with 25% ethanol-dichloromethane solution (3×30 mL). The combined extracts were dried over magnesium sulfate and the solvents were evaporated under vacuum, yielding 750 mg, 2.53 mmol (62% yield) 1-(5,6-dihydroxyhexyl)-3,7-dimethylxanthine (inventive compound no. 1502) as a white powder.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US05866576
出典データセット	uspto-grants-1999_02
ORD ID	ord-c3600894489c4620a56c15c0277d1bb8
出典メモ	uspto-grants-1999_02