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Isobutyraldehyde → 2-Methylpropyl 3-carbamoylmethyl-Beta-hydroxy2-(1-methylethyl)-4-oxo-1-imidazolidinebutanoate

HRID 621601
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HRID 621601 반응식
C(O)(=O)C.[NH2:5][CH2:6][C:7]([NH:9][CH2:10][C:11]([NH2:13])=[O:12])=[O:8].[CH:14](=O)[CH:15]([CH3:17])[CH3:16].C(=O)([O-])[O-].[Na+].[Na+].[O:25]1[CH2:35][CH:26]1[CH2:27][C:28]([O:30][CH2:31][CH:32]([CH3:34])[CH3:33])=[O:29]>CO.O>[C:11]([CH2:10][N:9]1[C:7](=[O:8])[CH2:6][N:5]([CH2:35][CH:26]([OH:25])[CH2:27][C:28]([O:30][CH2:31][CH:32]([CH3:34])[CH3:33])=[O:29])[CH:14]1[CH:15]([CH3:17])[CH3:16])(=[O:12])[NH2:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6561IsobutyraldehydeHCID 10340Sodium CarbonateHCID 5463767Isobutyl 3,4-epoxybutyrateHCID 19850195Glycylglycinamide acetate

생성물 1

HCID 146180242-Methylpropyl 3-carbamoylmethyl-Beta-hydroxy2-(1-methylethyl)-4-oxo-1-imidazolidinebutanoate

시약·촉매·용매 2

HCID 962
Water
촉매
HCID 887Methanol용매

실험 절차

A solution of 1.91 g (0.01 mol) of glycylglycinamide acetate and 0.72 g (0.01 mol) of isobutyraldehyde in 40 ml of methanol was stirred for 24 hours at room temperature. The solvent was evaporated under reduced pressure and the residue was dissolved in 30 ml of isopropanol and treated with 0.106 g of sodium carbonate, 1.8 g (0.0115 mol) of 2-methylpropyl 3,4-epoxybutanoate and 2 drops of water. The mixture was refluxed for 36 hours. After evaporation of the solvent the residue was chromatographed on a silica gel column, eluting with dichloromethane/methanol 9:1. The title compound (0.48 g) was constituted by two diastereoisomers.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in 30 ml of isopropanol
  3. temperatureThe mixture was refluxed for 36 hours
  4. customAfter evaporation of the solvent the residue
  5. customwas chromatographed on a silica gel column
  6. washeluting with dichloromethane/methanol 9:1

출처 및 근거

ORD 기록
ord-753f2223352b4ab9a69f29d159f20695
출처 데이터셋
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04824861

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