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

HRID 1487182노트

반응식

HRID 1487182 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([O-])(O)=O.[Na+]>CC(OC(C)=O)=O>[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

참가 물질

5

반응물 3

HCID 1176UreaHCID 516892Sodium BicarbonateHCID 86699678(R)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acid

생성물 1

HCID 86699679(R)-ethyl 2-(2,4,6-trioxohexahydropyrimidin-5-yl)propanoate

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

The (R)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acid (3.5 g, 0.017 mol) and the urea (1.03 g, 0.017 mol) was dissolved into Ac2O (20 ml) and then added to the reaction vessel of the microwave reactor and were allowed to react under microwave irradiation at 60° C. for half an hour. After cooled to rt, added NaHCO3 aqueous and extracted with EtOAc. The organic phase was dried and concentrated to afford (R)-ethyl 2-(2,4,6-trioxohexahydropyrimidin-5-yl)propanoate, which was purified by silica gel chromatography (2.0 g, 52%).

후처리

  1. additionadded to the reaction vessel of the microwave reactor
  2. customto react under microwave irradiation at 60° C. for half an hour
  3. extractionextracted with EtOAc
  4. customThe organic phase was dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-705be88de5a5457a8a4e029f732e6a1e
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428508B2

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