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Diisopropylethylamine → (S)-tert-butyl 3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoate

HRID 923400
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HRID 923400 반응식
Cl.[NH2:2][C@@H:3]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].[C:15](=O)([O:24][C@H:25]1[CH2:29][CH2:28][O:27][CH2:26]1)[O:16]N1C(=O)CCC1=O.CCN(C(C)C)C(C)C>C1COCC1>[CH3:12][C:11]([CH3:14])([CH3:13])[C@H:3]([NH:2][C:15]([O:24][C@H:25]1[CH2:29][CH2:28][O:27][CH2:26]1)=[O:16])[C:4]([O:6][C:7]([CH3:8])([CH3:10])[CH3:9])=[O:5]
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 11229944Carbonic Acid 2,5-Dioxopyrrolidin-1-yl (S)-Tetrahydrofuran-3-yl EsterHCID 56776989tert-butyl (2S)-2-amino-3,3-dimethylbutanoate hydrochloride

생성물 1

HCID 59540266(S)-tert-butyl 3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoate수율 55.1%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

A mixture of (S)-tert-butyl 2-amino-3,3-dimethylbutanoate hydrochloride (0.05 g, 0.223 mmol), (S)-2,5-dioxopyrrolidin-1-yl tetrahydrofuran-3-yl carbonate (0.056 g, 0.246 mmol) and Hunig's base (0.078 mL, 0.447 mmol) in THF (2.25 mL) was stirred at room temperature for 12 hours. The solvent was evaporated and the product was purified by chromatography on silica gel eluting with 0-15% ethyl acetate in dichloromethane to give the title compound (0.037 g, 55% yield).

후처리

  1. customThe solvent was evaporated
  2. customthe product was purified by chromatography on silica gel eluting with 0-15% ethyl acetate in dichloromethane

출처 및 근거

ORD 기록
ord-540acb1c069d4c96ba4b0b5d2d885e1a
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278922B2

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