反应详情

1.5 g (2.27 mmol) of Fmoc-Gln(Trt)-OH×0.5 diisopropyl ether and 0.46 g (2.5 mmol) of pentafluoro-phenol are dissolved in 35 ml of ethyl acetate, cooled to 0° and, while stirring, 0.52 g (2.5 mmol) of dicyclohexylcarbodiimide is added. The mixture is stirred at 0° for 1 hour and at room temperature for 3 hours, and insoluble material is filtered off and washed with tetrahydrofuran. The filtrate is evaporated to dryness, and the residue is dissolved in 30 ml of tetrahydrofuran. Slow addition of petroleum ether while stirring results in crystallization of Fmoc-Gln(Trt)-OPfp; m.p. 185°-187°, [α]D20 =-16.4° (THF).

1. temperaturecooled to 0°
2. stirringThe mixture is stirred at 0° for 1 hour and at room temperature for 3 hours
3. filtrationinsoluble material is filtered off
4. washwashed with tetrahydrofuran
5. customThe filtrate is evaporated to dryness
6. dissolutionthe residue is dissolved in 30 ml of tetrahydrofuran
7. additionaddition of petroleum ether
8. stirringwhile stirring