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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-methyl -morpholine (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×). 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 | US05414017 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-3924147480804996801bcf6c30d00e9a |
| 出典メモ | uspto-grants-1995_05 |