Potassium Carbonate → 5-(Benzyl-ethoxycarbonylmethyl-amino)-pentanoic acid

HRID 12063

反応式

HRID 12063 の反応式
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][NH:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].C([O:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22]Br)C.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:7]([N:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:14])[CH2:22][CH2:21][CH2:20][CH2:19][C:18]([OH:24])=[O:17])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 80908N-Benzylglycine ethyl esterHCID 84580Ethyl 5-bromovalerate

生成物 1

HCID 686801515-(Benzyl-ethoxycarbonylmethyl-amino)-pentanoic acid収率 30%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-benzylglycine ethyl ester (1.87 ml) and 5-bromovaleric acid ethyl ester (1.92 ml) are dissolved in dimethylformamide (100 ml) and stirred in the presence of potassium carbonate (1.66 g) for 2 days at room temperature. The reaction is quenched with saturated aqueous ammonium chloride solution, and extraction is carried out with ethyl acetate. After drying over sodium sulphate the combined organic phases are concentrated by evaporation. From the obtained residue, 5-(benzyl-ethoxycarbonylmethyl-amino)-pentanoic acid is isolated in a yield of 30% by chromatography using silica gel (ethyl acetate/heptane 1:5).

後処理

  1. customThe reaction is quenched with saturated aqueous ammonium chloride solution, and extraction
  2. dry with materialAfter drying over sodium sulphate the combined organic phases
  3. concentrationare concentrated by evaporation

出典と根拠

ORDレコード
ord-d99e3ad127f8439ba0849a80a747879b
出典データセット
uspto-grants-2010_06
特許番号
US07727979B2

関連ノート

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