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Vinyl hexanoate → (2R)-2-t-Butoxycarbonylamino-3-n-hexanoyloxy-2-methyl-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 | tert-butyl N-(1,3-dihydroxy-2-methylpropan-2-yl)carbamate | HCID 11593669 | — |
| 溶媒 | Diisopropyl Ether | HCID 7914 | — |
| 生成物 | (2R)-2-t-Butoxycarbonylamino-3-n-hexanoyloxy-2-methyl-1-propanol | HCID 11630856 | 85% |
反応手順
2-t-Butoxycarbonylamino-2-methylpropane-1,3-diol (20.0 g, 97.4 mmol) was suspended in isopropyl ether (200 mL), and 16.3 mL (0.100 mol) of vinyl hexanoate and lipase [Immobilized lipase from Pseudomonas sp., manufactured by TOYOBO Co., Inc., 0.67 U/mg] (0.8 g) were added thereto, followed by stirring of the mixture at room temperature for 2 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, 10:1-2:1) to obtain the title compound (25.0 g, yield: 85%).
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-9df03cb677fb42c9ab8f18c93aed3d00 |
| 出典メモ | uspto-grants-2011_03 |