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Vinyl hexanoate → (2R)-2-t-Butoxycarbonylamino-2-ethyl-3-n-hexanoyloxy-1-propanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Vinyl hexanoate | HCID 76451 | — |
| 反応物 | 2-t-Butoxycarbonylamino-2-ethylpropane-1,3-diol | HCID 22279696 | — |
| 溶媒 | Diisopropyl Ether | HCID 7914 | — |
| 生成物 | (2R)-2-t-Butoxycarbonylamino-2-ethyl-3-n-hexanoyloxy-1-propanol | HCID 86596707 | 87.3% |
反応手順
To a suspension of 2-t-butoxycarbonylamino-2-ethylpropane-1,3-diol (52.9 g, 241 mmol) in isopropyl ether (1.0 l) were added successively vinyl hexanoate (41 ml, 254 mmol) and lipase [Immobilized-lipase from Pseudomonas sp., TOYOBO, 0.67 U/mg] (2.1 g) with stirring, and the resulting mixture was stirred at room temperature for 4 hours. After stirring, the reaction mixture was filtered and evaporated in vacuo, and the residue was purified by chromatography on a silica gel column using a mixed solvent of hexane and ethyl acetate (7:1-4:1-2:1) as the eluent to afford the title compound (66.8 g, yield: 87%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08101650B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-636057a1ecc84200b7103e8392c38b88 |
| 出典メモ | uspto-grants-2012_01 |