化工社化工社 化学情報印刷レポート · 研究参考用
Water → Remogliflozin Etabonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Ethyl chloroformate | HCID 10928 | — |
| 反応物 | 2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) | HCID 22230 | — |
| 反応物 | Remogliflozin | HCID 9846588 | — |
| 溶媒 | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| 生成物 | Remogliflozin Etabonate | HCID 9871420 | 72.4% |
反応手順
To a solution of 3-(β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-1-isopropyl-5-methylpyrazole (0.10 g) in 2,4,6-trimethylpyridine (1 mL) was added ethyl chloroformate (0.072 g), and the mixture was stirred at room temperature overnight. To the reaction mixture were added citric acid monohydrate (3.3 g) and water, and the resulting mixture was purified by ODS solid phase extraction (washing solvent: distilled water, eluent: methanol). Further purification by column chromatography on silica gel (eluent: dichloromethane/methanol=1011) and recrystalization (recrystalization solvent: ethyl acetate/hexane=1/3) afforded 3-(6-O-ethoxycarbonyl-β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-1-isopropyl-5-methylpyrazole (0.084 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07084123B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-b17bdad534cf48f2a7bb48b047be9ec0 |
| 出典メモ | uspto-grants-2006_08 |