関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol | HCID 10513992 | — |
| 反応物 | 6-(Cyclohexylamino)-6-oxohexanoic acid | HCID 22448403 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (1S,2S)-2-(5-cyclohexylcarbamoyl)pentanoylamino-3-morpholino-1-phenyl-1-propanol | HCID 69821349 | 68% |
反応手順
A mixed solvent of methylene chloride:methanol=4:1 (10 ml), 5-cyclohexylcarbamoylpentanoic acid (546.0 mg, 2.4 mmol), triethylamine (620 μl, 4.4 mmol) and EDC (460 mg, 2.4 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (472.0 mg, 2.0 mmol), followed by stirring overnight. Methylene chloride (100 ml) was added to the reaction solution. After washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively, the organic layer was dried over sodium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain the title compound (607 mg, yield 68.0%) as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06407064B2 |
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| 出典データセット | uspto-grants-2002_06 |
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| ORD ID | ord-b54169715d0048df991a09d8ca586ae2 |
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| 出典メモ | uspto-grants-2002_06 |
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