1-(1,1-Dimethylethyl) 2-(phenylmethyl) 2-azabicyclo[3.1.0]hexane-1,2-dicarboxylate → HCID 15927972、化合物
反応式
C([N:11]1[CH2:15][CH2:14][CH:13]2[CH2:16][C:12]12[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])(OCC1C=CC=CC=1)=O>C(OCC)(=O)C>[NH:11]1[CH2:15][CH2:14][CH:13]2[CH2:16][C:12]12[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]参加物
実験手順
Compound (5) was dissolved in ethyl acetate (300 ml) and the solution was flushed with argon. Palladium-on-carbon (5%, 3 g) was added and hydrogen was bubbled into the stirred suspension until no starting material remained (2 hours as indicated by TLC). The flask was then flushed with nitrogen and the catalyst was removed by filtration. The catalyst was washed with methanol (3×100 ml) and the combined filtrates were concentrated. The residue was then distilled with a Kuglerohr apparatus at reduced pressure to give 6.6 g (85%) of compound (6) as a light yellow oil: bp=90°-120° C./0.8 mm; 1H NMR (C6D6): δ2.83 (m, 1H), 2.32 (m, 1H), 2.10 (br s, 1H), 1.76 (m, 1H), 1.3-1.65 (m, 3H), 1.36 (s, 9H), 0.85 (t, J=6 Hz) ppm. 13NMR (C6D6) δ172.2 (C=O), 80.1 (quat), 50.1 (quat), 44.3 (CH2), 28.1 (CH2), 27.7 (CH), 16.7 (CH2) ppm.
後処理
- customthe solution was flushed with argon
- additionPalladium-on-carbon (5%, 3 g) was added
- customhydrogen was bubbled into the stirred suspension until no starting material
- custom(2 hours as indicated by TLC)
- customThe flask was then flushed with nitrogen
- customthe catalyst was removed by filtration
- washThe catalyst was washed with methanol (3×100 ml)
- concentrationthe combined filtrates were concentrated
- distillationThe residue was then distilled with a Kuglerohr apparatus at reduced pressure
出典と根拠
- ORDレコード
- ord-c15f25dc981f4256892590601d7602a2
- 出典データセット
- uspto-grants-1990_09
- 特許番号
- US04954158
反応ノート
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