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Dicyclohexylcarbodiimide → (S)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | 1-Aminopyrrole | HCID 136589 | — |
| 反応物 | N-carbobenzyloxyalanine | HCID 736104 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (S)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate | HCID 15838188 | 81.3% |
反応手順
To a stirred solution of carbobenzyloxy-L-alanine (10.0 g) and N-aminopyrrole (3.68 g) in dry DCM (224 ml) was added DCC (9.71 g) at 0° C. under nitrogen. The cooling bath was removed after ten minutes and the reaction mixture was allowed to stir at room temperature for 17 hours. The mixture was filtered and the solid DCU filter cake was washed with hot ethyl acetate. Concentration of the combined filtrate gave the crude product. Recrystallization from ethyl acetate/hexane afforded 10.46 g of the product as a solid, m.p. 169°-171° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05428053 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-db24663bf31b482a858d169325ba9915 |
| 出典メモ | uspto-grants-1995_06 |