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2-Dimethylaminopyridine → 6-Benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic Acid (1S)-1-Methylheptyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Dimethylaminopyridine | HCID 21885 | — |
| 反応物 | (R)-2-Octanol | HCID 80080 | — |
| 反応物 | 6-Benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic Acid | HCID 19069973 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Diisopropylcarbodiimide | HCID 12734 | — |
| 生成物 | 6-Benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic Acid (1S)-1-Methylheptyl Ester | HCID 60072454 | 53% |
反応手順
To a solution of 6-benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (31) (1 equi.), (R)-1-methylheptyl-1-ol (13) (1 equi.), and DMAP (dimethylaminopyridine) (0.1 equi.) in THF (25 mL/mmole), DIC (diisopropyl carbodiimide) (1.2 equi.) was added at room temperature. The reaction mixture was stirred at that temperature for 24 h, quenched with water, extracted with ethyl acetate:hexane(1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (3% EtOAc/hexanes) gave 6-benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (1S)-1-methylheptyl ester (36) as a colorless oil (53%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06703082B1 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-c8ea22bf38ec485ea92d25a7430e1238 |
| 出典メモ | uspto-grants-2004_03 |