反应 #40341

ord-d99e3ad127f8439ba0849a80a747879b

反应方程式

CCOC(=O)CNCc1ccccc1
N-benzylglycine ethyl ester
CCOC(=O)CCCCBr
5-bromovaleric acid ethyl ester
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)CN(CCCCC(=O)O)Cc1ccccc1
5-(benzyl-ethoxycarbonylmethyl-amino)-pentanoic acid
收率 30.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction is quenched with saturated aqueous ammonium chloride solution, and extraction
  2. 2
    干燥After drying over sodium sulphate the combined organic phases
  3. 3
    浓缩are concentrated by evaporation

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07727979B2uspto-grants-2010_06