تفاعل #1976446

معادلة التفاعل

1-hydroxybenzotriazole

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

N,N-diisopropylethylamine

2-amino-2-methyl-butyric acid methyl ester hydrochloride

N,N-diisopropylethylamine

1-(2-phenoxy-ethoxy)-naphthalene-2-carboxylic acid

→

2-methyl-2-{[1-(2-phenoxy-ethoxy)-naphthalene-2-carbonyl]-amino}-butyric acid methyl ester

المردود 66.1%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added
2. 2
   تركيزAfter 16 h at room temperature the reaction mixture was concentrated
3. 3
   غسيلwashed with 2 M HCl, aqueous sodium carbonate solution (10%) and brine
4. 4
   تجفيفThe organic layer was dried over magnesium sulphate
5. 5
   تركيزconcentrated
6. 6
   أخرىThe resulting residue was purified by chromatography on silica (ethyl acetate/heptane)

الإجراء التجريبي

To a solution of 487 mg 1-(2-phenoxy-ethoxy)-naphthalene-2-carboxylic acid in 6 ml abs. DMF under inert atmosphere 216 mg 1-hydroxybenzotriazole, 306 mg 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride and 293 μl of N,N-diisopropylethylamine were added at 0° C. After 30 minutes at 0° C. 252 mg of 2-amino-2-methyl-butyric acid methyl ester hydrochloride, followed by 293 μl of N,N-diisopropylethylamine were added. After 16 h at room temperature the reaction mixture was concentrated, the residue was taken up in ethyl acetate and washed with 2 M HCl, aqueous sodium carbonate solution (10%) and brine. The organic layer was dried over magnesium sulphate and concentrated. The resulting residue was purified by chromatography on silica (ethyl acetate/heptane) to yield 419 mg of 2-methyl-2-{[1-(2-phenoxy-ethoxy)-naphthalene-2-carbonyl]-amino}-butyric acid methyl ester.

المصدر