Hydrochloric Acid → Diisopropylethylamine
反応式
C=[C:2]1[CH2:6][CH:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:4]([CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([N:20]([C:24]([NH:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:25])[CH2:21][CH2:22][CH3:23])[CH2:16][CH2:15]2)[CH2:3]1.Cl.CC[O:37][CH2:38][CH3:39].[CH3:40]O>>[CH3:22][CH2:21][N:20]([CH:38]([CH3:39])[CH3:40])[CH:17]([CH3:18])[CH3:16].[CH2:27]([NH:26][C:24]([N:20]([CH:17]1[CH2:18][CH2:19][N:14]([CH2:13][CH:4]2[CH:5]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:6][C:2](=[O:37])[CH2:3]2)[CH2:15][CH2:16]1)[CH2:21][CH2:22][CH3:23])=[O:25])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1参加物
6
反応物 4
生成物 2
実験手順
To a solution of 1-methylene-3-(SR)-((4-(N-(benzylaminocarbonyl)-N-(prop-1-yl)amino)piperidin-1-yl)methyl)-4-(SR)-phenylcyclopentane from Step D (1.8 g, 4.0 mmol) in methanol (50 mL) was added 1M hydrogen chloride in ether (6.0 mL, 6.0 mmol). The solution was cooled in a dry ice/acetone bath and ozone was bubbled into the solution until the blue color persisted. The excess ozone was removed with a stream of nitrogen and then dimethylsulfide (5 mL) was added. After 10 min, the bath was removed and the reaction was allowed to warm to rt over 16 h. The volatiles were removed in vacuo and the residue was purified by FC (ethyl acetate, then 1% DIPEA in ethyl acetate) to give the title compound (1.13 g).
後処理
- temperatureThe solution was cooled in a dry ice/acetone bath
- customozone was bubbled into the solution until the blue color
- customThe excess ozone was removed with a stream of nitrogen
- additiondimethylsulfide (5 mL) was added
- customthe bath was removed
- customThe volatiles were removed in vacuo
- customthe residue was purified by FC (ethyl acetate
出典と根拠
- ORDレコード
- ord-7ee420401b6f40e196434632229fc3c2
- 出典データセット
- uspto-grants-2002_10
- 特許番号
- US06472410B1
反応ノート
読み込み中…