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Ethanol → HCID 178463401、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | tert-Butanol | HCID 6386 | — |
| 反応物 | 3-Hydroxy-3-phenyl-1-butyne | HCID 92098 | — |
| 反応物 | HCID 66550531 | HCID 66550531 | — |
| 触媒 | Copper | HCID 23978 | — |
| 触媒 | Copper sulfate pentahydrate | HCID 24463 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | HCID 178463401 | HCID 178463401 | 21% |
反応手順
In a 10 mL rb flask was added (3aR,5R,6S,7R,7aR)-5-(azidomethyl)-2-(ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-6,7-diol (40 mg, 0.15 mmol, 1.00 eq.), copper turnings (66 mg; 1.05 mmol; 7.00 eq.) and copper(II)sulfate pentahydrate (7.5 mg; 0.03 mmol; 0.20 eq.). The flask was evacuated and filled with nitrogen. This procedure was repeated twice before ethanol (0.5 ml)/water (0.7 ml)/2-methylpropan-2-ol (1.3 ml) and 2-phenylbut-3-yn-2-ol (22 mg; 0.45 mmol; 3.00 eq.) was added into the mixture and stirred for 24 h to get the reaction completed. Product formation was confirmed by LCMS. The solution was diluted with 2 mL H2O, dried and separated with mass based prep HPLC to afford the desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08884023B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-1ca6b8f8ea5c4d049edeed19d56a9674 |
| 出典メモ | uspto-grants-2014_11 |