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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
2-t-Butoxycarbonylamino-2-ethylpropane-1,3-diol (52.9 g, 241 mmol) was suspended in isopropyl ether (1.0 L) and vinyl hexanoate (41.0 mL, 254 mmol) and lipase [Immobilized lipase from Pseudomonas sp., manufactured by TOYOBO Limited, 0.67 U/mg] (2.1 g) was added thereto, followed by stirring of the mixture at room temperature for 4 hours. After the reaction mixture was filtered, the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate, 7:1-4:1-2:1) to obtain 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 | US07910617B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-64ecbf30adcb4c4098fb7d4af3275ec4 |
| 出典メモ | uspto-grants-2011_03 |