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Ethyl levulinate → (3S)-3,7a-Dimethyl-2,5-dioxohexahydro-1H-pyrrolo[1,2-a]imidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl levulinate | HCID 10883 | — |
| 反応物 | (S)-2-aminopropanamide hydrochloride | HCID 2775816 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | (3S)-3,7a-Dimethyl-2,5-dioxohexahydro-1H-pyrrolo[1,2-a]imidazole | HCID 10241189 | — |
反応手順
L-Alaninamide hydrochloride (20.7 g, 0.166 mol) and ethyl 4-oxopentanoate (20 g, 0.13 mol) were reacted together according to the procedure of Example 2 to give the title compound, 4.5 g (19.1%), m.p. 228°-230° (with decomposition), [alpha]D =+50.7° (c=3, H2O). NMR (CDCl3): deltaH =7.95 (bs, 1H, NH); 4.30 (q, J=8 Hz, 1H, CHCH3); 3.00-2.10 (c.a., 4H, CH2CH2); 1.60 (s, 3H, C--CH3 ; 1.45 (d, J=8 Hz, 3H, CH3CH). MS (E.I., 70 eV, 1.5 mA) m/z=168 (M+), 153 (M--CH3 +, 125 (M--CHNO+, 112 (M--C3H4O+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05130319 |
| 出典データセット | uspto-grants-1992_07 |
| ORD ID | ord-8496330dd9884051b94387d1146f103b |
| 出典メモ | uspto-grants-1992_07 |