تفاعل #83139

معادلة التفاعل

α-trimethylsilylethoxymethyl-DL-tryptophan methyl ester

diisopropylethylamine

2-adamantylchloroformate

→

title compound

المردود 67.8%

N-[(2-Adamantyloxy)carbonyl]-α-trimethylsilylethoxymethyl-DL-tryptophan methyl ester

المردود 67.8%

المذيبات

THF

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate (4×50 mL)
2. 2
   استخلاصThe organic extract
3. 3
   غسيلwas washed with brine
4. 4
   تجفيفdried over Na2SO4
5. 5
   أخرىEvaporation of the organic solvent

الإجراء التجريبي

A mixture of α-trimethylsilylethoxymethyl-DL-tryptophan methyl ester (1.0 g, 2.8 mmol), diisopropylethylamine (0.4 g, 3 mmol) and 2-adamantylchloroformate (0.65 g, 3 mmol) in 20 mL dry THF was stirred at room temperature for 4 hours. The reaction mixture was diluted with distilled water and extracted with ethyl acetate (4×50 mL). The organic extract was washed with brine and dried over Na2SO4. Evaporation of the organic solvent gave the title compound as a colorless foam (1.0 g, 67.8%).

المصدر