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

HRID 1487175
ノート
印刷プレビュー

反応式

HRID 1487175 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(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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-dbd037c0278742be8cfe74bea9182869
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09428508B2

反応ノート

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