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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 1-(5-hexenyl)-3,7-dimethylxanthine (1.07 g, 4.1 mmol) and 4-methylmorpholine-N-oxide (1.44 g, 12.3 mmol) in water (20 ml) and acetone (10 ml) was added 2.5% solution of 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 was extracted with 25% ethanol-dichloromethane (3×30 ml). The combined extracts were dried over magnesium sulfate and the solvents were evaporated under vacuum to give 1-(5,6-dihydroxyhexyl)-3,7-dimethylxanthine (750 mg, 62% yield) as a white powder.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05470878 |
| 出典データセット | uspto-grants-1995_11 |
| ORD ID | ord-07d34b88f49b4dd680b55cfa6933b0b9 |
| 出典メモ | uspto-grants-1995_11 |