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Cyclopentanone → (R)-Methyl 2-(cyclopentylamino)butanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclopentanone | HCID 8452 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | methyl (2R)-2-aminobutanoate | HCID 13283514 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-Methyl 2-(cyclopentylamino)butanoate | HCID 57358664 | 95% |
反応手順
Compound II (7.4 g) and cyclopentanone (4.1 g, 49 mmol) were dissolved in 80 mL DCM. After the addition of sodium acetate (4.0 g, 4 mmol) and sodium triacetoxyborohydride (15.0 g, 71 mmol) at 0° C., the mixture was stirred for 12 hr at rt and then 50 mL saturated sodium bicarbonate solution were added. The aqueous phase was extracted with dichloromethane. The combined organic phases were washed with water, dried over MgSO4 and evaporated down to give (R)-methyl 2-(cyclopentylamino)butanoate as a light yellow oil (compound III, 8.6 g, 95% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08445503B2 |
| 出典データセット | uspto-grants-2013_05 |
| ORD ID | ord-a7aa4228554840319d40bee65a6f7962 |
| 出典メモ | uspto-grants-2013_05 |