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

HRID 1487182ノート

反応式

HRID 1487182 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-705be88de5a5457a8a4e029f732e6a1e
出典データセット
uspto-grants-2016_08
特許番号
US09428508B2

反応ノート

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