Water → (S)-Benzyl (2-oxotetrahydrofuran-3-yl)carbamate

HRID 12419

反応式

HRID 12419 の反応式
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4]O.C(=O)([O-])O.[Na+].O.Cl[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>C(OCC)(=O)C.CCOCC>[O:8]=[C:6]1[C@@H:2]([NH:1][C:16](=[O:17])[O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:3][CH2:4][O:7]1

参加物

7

反応物 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 12647L-HomoserineHCID 516892Sodium Bicarbonate

生成物 1

HCID 489185(S)-Benzyl (2-oxotetrahydrofuran-3-yl)carbamate

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To L-homoserine (2 g) were added sodium hydrogen carbonate (3.7 g) and water (30 ml), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were further added benzyl chloroformate (3.9 ml) and ether (10 ml), and the mixture was stirred at room temperature for 18 hrs. The reaction mixture was diluted with ethyl acetate and washed with 1N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give the title compound (2.5 g).

後処理

  1. stirringthe mixture was stirred at room temperature for 18 hrs
  2. washwashed with 1N hydrochloric acid
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated
  5. customThe obtained crude product
  6. customwas purified by silica gel chromatography (ethyl acetate-hexane)

出典と根拠

ORDレコード
ord-85ad0931441546fdb77303f6acdb74a0
出典データセット
uspto-grants-2010_06
特許番号
US07728005B2

関連ノート

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