関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Phosphoric Acid | HCID 1004 | — |
| 反応物 | NADP nicotinamide-adenine-dinucleotide phosphate | HCID 5886 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| 反応物 | Monobasic potassium phosphate | HCID 516951 | — |
| 反応物 | benzyl [(3S)-4-oxotetrahydro-2H-pyran-3-yl]carbamate | HCID 60209900 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | benzyl N-[(3S,4S)-4-hydroxytetrahydropyran-3-yl]carbamate | HCID 60209901 | — |
反応手順
To a solution of potassium dihydrogen phosphate (62.7 g, 0.461 mol) in 3.6 L of water was added phosphoric acid to pH=7.0. To this solution was added glucose (112 g, 0.622 mol), NADP (3.6 g), GDH-103 (1.8 g), KRED 119 (3.6 g), and crude benzyl [(3S)-4-oxotetrahydro-2H-pyran-3-yl]carbamate (103.4 g, 0.4148 mol). After 17 h, the reaction was adjusted to pH=6.5 with 5 N NaOH. A white solid was collected via filtration and washed 2× with water (200 mL). The solid was suspended in 600 mL of toluene and stirred with an overhead stirrer at 105° C. for 1 h, then cooled to rt. A white solid was collected via filtration and washed with toluene (200 mL) to provide benzyl [(3S,4S)-4-hydroxytetrahydro-2H-pyran-3-yl]carbamate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09206200B2 |
|---|
| 出典データセット | uspto-grants-2015_12 |
|---|
| ORD ID | ord-c4865c5e0a7d4eceb535467be1369001 |
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| 出典メモ | uspto-grants-2015_12 |
|---|
