Methyl iodide → tert-Butyl (S)-5-(methylsulfanyl)-3,4-dihydro-2H-pyrrole-2-carboxylate
反応式
[S:1]=[C:2]1[NH:6][C@H:5]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:4][CH2:3]1.[CH3:14]I>C1COCC1>[CH3:14][S:1][C:2]1[CH2:3][CH2:4][C@@H:5]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[N:6]=1参加物
4
実験手順
To a solution of thiolactam 1b (10.50 g, 52.2 mmol) in 200 mL THF at rt, was added MeI (13.0 mL, 208.7 mmol). The mixture was stirred for 3.5 h, then concentrated. The residue was partitioned between CH2Cl2 and sat. NaHCO3 and the aqueous phase was extracted with CH2Cl2 (3×). The combined organic extract was dried (Na2SO4) and concentrated to afford 10.17 g (91%) of the title compound, 1c, as a brown oil. 1H NMR (300 MHz, CDCl3) δ4.60 (dd, J=6.2, 7.3, 1H), 2.83-2.58 (m, 2H), 2.49 (s, 3H), 2.37-2.22 (m, 1H), 2.17-2.03 (m, 1H), 1.48 (s, 9H).
後処理
- concentrationconcentrated
- customThe residue was partitioned between CH2Cl2 and sat. NaHCO3
- extractionthe aqueous phase was extracted with CH2Cl2 (3×)
- extractionThe combined organic extract
- dry with materialwas dried (Na2SO4)
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-517d3c7800934dac9b874af78c5cd01d
- 出典データセット
- uspto-grants-2003_11
- 特許番号
- US06653295B2
反応ノート
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