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Water → HCID 11435600, 화합물

HRID 1374445
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HRID 1374445 반응식
[NH2:1][C@@H:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5].Cl[C:10]([O:12][CH2:13][CH:14]=[CH2:15])=[O:11].C(N(C(C)C)CC)(C)C.O>C1COCC1>[CH2:13]([O:12][C:10]([NH:1][C@@H:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5])=[O:11])[CH:14]=[CH2:15]
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참가 물질

6

반응물 4

HCID 962WaterHCID 18052Allyl chloroformateHCID 81531DiisopropylethylamineHCID 9118386Methyl (3S)-3-aminobutanoate

생성물 1

HCID 11435600HCID 11435600, 화합물수율 81.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl (3S)-3-aminobutanoate (1.47 g, 12.5 mmol) in THF (30 ml) were added at 0° C. allyl chloroformate (1.60 ml, 15.1 mmol) and diisopropylethylamine (2.62 ml, 15.0 mmol), and the mixture was stirred at the same temperature for 30 minutes. The reaction mixture was poured into water and extracted twice with ethylacetate. The organic layer was washed with a saturated aqueous sodium chloride solution, was dried over magnesium sulfate and the organic solvent was removed under reduced pressure. The residue was purified by silica gel (25 g) chromatography to give methyl (3S)-3-{[(allyloxy)carbonyl]amino}butanoate (2.06 g, 81%).

후처리

  1. extractionextracted twice with ethylacetate
  2. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  3. dry with materialwas dried over magnesium sulfate
  4. customthe organic solvent was removed under reduced pressure
  5. customThe residue was purified by silica gel (25 g) chromatography

출처 및 근거

ORD 기록
ord-0b850249c58948a6b09c13636a15a08a
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07163936B2

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