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Tetrabutylammonium Fluoride Trihydrate → benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrabutylammonium Fluoride Trihydrate | HCID 11726816 | — |
| 反応物 | benzyl (2S,3S,5R)-2-hexyl-3-[(t-butyldimethylsilyl)oxy]-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate | HCID 67935903 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate | HCID 67935914 | 60.4% |
反応手順
480 mg of benzyl (2S,3S,5R)-2-hexyl-3-[(t-butyl-dimethylsilyl)oxy]-5 -[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate and 350 mg of tetrabutylammonium fluoride trihydrate are dissolved in 8 ml of THF and stirred for 12 hours. After evaporation the residue is dissolved in 50 ml of ether and washed with water. The ethereal phase is dried and evaporated. The crude product is chromatographed on silica gel. There are obtained 240 mg of benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5 -[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate,, MS: 463 [(M+H)+ -dihydro-2H-pyran-2-yl].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04983746 |
| 出典データセット | uspto-grants-1991_01 |
| ORD ID | ord-7ebec7ebb6004bc180167b4dc1b4b8e3 |
| 出典メモ | uspto-grants-1991_01 |