反応式
[CH3:1][C@@:2]([NH2:15])([C:12]([OH:14])=[O:13])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:11])=[C:8]([OH:10])[CH:9]=1.[Br-].[Li+].CN1CCCC1=O.[C:25]([O:31][CH:32](Cl)[CH3:33])(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27]>C(OCC)(=O)C>[OH:10][C:8]1[CH:9]=[C:4]([CH2:3][C@@:2]([CH3:1])([C:12]([O:14][CH:32]([O:31][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])[CH3:33])=[O:13])[NH2:15])[CH:5]=[CH:6][C:7]=1[OH:11]参加物
反応条件
- 温度
- 25 °C
実験手順
10 grams (0.047 mole) of α-methyldopa, 4.7 grams of powdered 4A molecular sieves, 6.1 grams (0.070 mole) of lithium bromide and 47 milliliters of N-methylpyrrolidinone were stirred for about one hour at 25° C. To this mixture, 8.1 grams (0.049 mole) of α-chloroethyl pivalate was added and the mixture was aged at 55° C. for 8 hours. At the end of this time, the mixture was cooled to 25° C., diluted with 100 milliliters of ethyl acetate and washed successively with one 200 milliliter and two 100 milliliter portions of saturated sodium bicarbonate solution. The combined sodium bicarbonate washes were extracted with two 100 milliliter portions of ethyl acetate and the combined ethyl acetate extracts concentrated under vacuum to 150 milliliters. The assay yield of α-pivaloyloxyethyl (S)-3-(3,4-dihydroxyphenyl)-2-methylalaninate was found to be 14.4 grams or 90 percent of theoretical.
後処理
- waitthe mixture was aged at 55° C. for 8 hours
- temperatureAt the end of this time, the mixture was cooled to 25° C.
- washwashed successively with one 200 milliliter and two 100 milliliter portions of saturated sodium bicarbonate solution
- extractionThe combined sodium bicarbonate washes were extracted with two 100 milliliter portions of ethyl acetate
- concentrationthe combined ethyl acetate extracts concentrated under vacuum to 150 milliliters
出典と根拠
- ORDレコード
- ord-e6e58058f4af4af3a05bd51fad74b2f4
- 出典データセット
- uspto-grants-1987_03
- 特許番号
- US04654433
関連ノート
読み込み中…