化工社化工社 化学情報印刷レポート · 研究参考用
Dichloromethane → 2,3,4,6-Tetra-O-benzoyl-beta-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | (+)-Lactose | HCID 440995 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 2,3,4,6-Tetra-O-benzoyl-beta-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose | HCID 16158497 | — |
反応手順
Lactose (1.0 g, 2.92 mmol) was dissolved in dry pyridine (20 mL) at 0° C. DMAP (cat.) was added. Benzoyl chloride (2.5 equiv., 58 mmol, 6.8 mL) was added dropwise and the solution stirred at room temperature overnight. The solution was poured onto a mixture of ice-water and DCM. The organic layer was washed with NaHCO3(sat.) (×7), brine, H2SO4 (5%) (×2), followed by brine. The solution was dried (Na2SO4) and the solvent evaporated. The product was passed through a short silica plug to remove the remaining benzoyl chloride and the solvent was evaporated to yield 3.67 g (quantitative) of the white solid product which was reacted on without further purification or characterisation.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08828952B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-05623dced9f84873b654e4d4a58e1b92 |
| 出典メモ | uspto-grants-2014_09 |