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

HRID 621601
ノート
印刷プレビュー

反応式

HRID 621601 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962
Water
触媒
HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-753f2223352b4ab9a69f29d159f20695
出典データセット
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04824861

反応ノート

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