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

HRID 12419

반응식

HRID 12419 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-85ad0931441546fdb77303f6acdb74a0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728005B2

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