Potassium Carbonate → methyl-(R)-4-(1-carbamoylpropylamino)butyrate

HRID 2197660ノート

反応式

HRID 2197660 の反応式
Br[C@@H:2]([CH2:6][CH3:7])[C:3]([NH2:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:15][O:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20][NH2:21]>C(#N)C>[CH3:15][O:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20][NH:21][C@@H:2]([C:3](=[O:4])[NH2:5])[CH2:6][CH3:7]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27563834-Aminobutyric acid methyl ester hydrochlorideHCID 51414846(S)-2-bromobutyramide

生成物 1

HCID 59650081methyl-(R)-4-(1-carbamoylpropylamino)butyrate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

A mixture of (S)-2-bromobutyramide (IIh) (optical purity>98.4%; 0.25 g, 1.5 mmol), potassium carbonate (1.1 g, 8.0 mmol, 5 equiv.) and methyl-4-aminobutyrate hydrochloride (0.46 g, 3.0 mmol, 2 equiv.) is diluted in 5 ml (15 vol.) of acetonitrile and heated at 60° C. for until complete conversion. After 43 hours (GC: >90% conversion), the mixture is cooled to room temperature and filtered. The cake is rinsed with acetonitrile (20 ml) and the combined filtrates are concentrated to dryness under reduce pressure. The crude product is used directly in the subsequent step.

後処理

  1. temperaturethe mixture is cooled to room temperature
  2. filtrationfiltered
  3. washThe cake is rinsed with acetonitrile (20 ml)
  4. concentrationthe combined filtrates are concentrated to dryness

出典と根拠

ORDレコード
ord-b518c0eaa8d34c00a317dac27ef069c7
出典データセット
uspto-grants-2012_12
特許番号
US08338621B2

反応ノート

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