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4-Methylmorpholine → N-benzyloxycarbonyl-L-leucinamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | Isobutyl chloroformate | HCID 62365 | — |
| 反応物 | Leucine, N-carboxy-, N-benzyl ester, L- | HCID 74840 | — |
| 反応物 | Ammonia methanol | HCID 21705897 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-benzyloxycarbonyl-L-leucinamide | HCID 69952024 | — |
反応手順
To a solution of N-[(phenylmethoxy)carbonyl]-L-leucine (3 g., 11.3 mmol.) in 60 mL of methylene chloride at -20° under argon was added N-methylmorpholine (1.24 mL, 11.3 mmol.) followed by isobutylchloroformate (1.47 mL, 11.3 mmol.). The resulting suspension was stirred at -20° C. for 15 minutes at which time a solution of ammonia/methanol (about 5.6M, 20 mL, 113 mmol.) was added. After 30 minutes at -20° C., the reaction was quenched with water and warmed to room temperature. The layers were separated and the aqueous layer was extracted with methylene chloride (2 x). The combined organic extracts were dried (MgSO4) and evaporated to give 2.82 g. of the title A compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05414013 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-3d848cf5661e4511be75349638e4c970 |
| 出典メモ | uspto-grants-1995_05 |