تفاعل #2054468

معادلة التفاعل

water

tert-butyl 1-((2S)-2-{[(benzyloxy)carbonyl]amino}-1-hydroxybutyl)cyclopropanecarboxylate

2,6-lutidine

tert-butyldimethylsilane trifluoromethanesulfonate

→

title compound

المردود 98.0%

tert-butyl 1-((2S)-2-{[(benzyloxy)carbonyl]amino}-1-(tert-butyldimethylsilyloxy) butyl)cyclopropanecarboxylate

المردود 98.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe mixture was extracted with ethyl acetate
2. 2
   غسيلThe extract was washed with saturated brine
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   أخرىThe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=50/1→2/1)

الإجراء التجريبي

To a solution of tert-butyl 1-((2S)-2-{[(benzyloxy)carbonyl]amino}-1-hydroxybutyl)cyclopropanecarboxylate (914.8 mg) and 2,6-lutidine (0.632 mL) in tetrahydrofuran (20 mL) was added under ice-cooling tert-butyldimethylsilane trifluoromethanesulfonate (0.934 mL) and, after warming to room temperature, the mixture was stirred for 1 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=50/1→2/1) to give the title compound as a colorless oil (yield: 1.18 g, 98%).

المصدر