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Urea → (S)-ethyl 2-(2,4,6-trioxohexahydropyrimidin-5-yl)propanoate

HRID 1487175
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HRID 1487175 반응식
[CH2:1]([O:3][C:4](=[O:14])[C@H:5]([CH:7]([C:11]([OH:13])=O)[C:8]([OH:10])=O)[CH3:6])[CH3:2].[NH2:15][C:16]([NH2:18])=[O:17]>C(OC(=O)C)(=O)C>[O:17]=[C:16]1[NH:18][C:8](=[O:10])[CH:7]([C@H:5]([CH3:6])[C:4]([O:3][CH2:1][CH3:2])=[O:14])[C:11](=[O:13])[NH:15]1
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참가 물질

4

반응물 2

HCID 1176UreaHCID 86699672(S)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acid

생성물 1

HCID 86699673(S)-ethyl 2-(2,4,6-trioxohexahydropyrimidin-5-yl)propanoate수율 50%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

A suspension of (S)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acid (5 g, 25 mmol) and urea (1.8 g, 29.4 mmol) in acetic anhydride (15 mL) was placed in a microwave reactor and allowed to react under microwave irradiation at 60° C. for 30 minutes. After cooled to room temperature, the mixture was quenched by sodium bicarbonate and extracted with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, concentrated and purified by silica gel chromatography to afford the product (S)-ethyl 2-(2,4,6-trioxohexahydropyrimidin-5-yl)propanoate (2.85 g, yield 50%).

후처리

  1. customwas placed in a microwave reactor
  2. customto react under microwave irradiation at 60° C. for 30 minutes
  3. customthe mixture was quenched by sodium bicarbonate
  4. extractionextracted with ethyl acetate
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-dbd037c0278742be8cfe74bea9182869
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09428508B2

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