반응 #48323

반응 방정식

crude material

Tert-butyl (2S,3S)-1-(allyloxy)-3-(tert-butyldimethylsilyloxy)-4-hydroxybutan-2-ylcarbamate

Dess-Martin periodinane

→

Tert-butyl (2S,3S)-1-(allyloxy)-3-(tert-butyldimethylsilyloxy)-4-oxobutan-2-ylcarbamate

용매

CH2Cl2

EtOAc

NaHCO3

Na2S2O3

반응 조건

후처리

1. 1
   workup.STIRRINGThe biphasic mixture was stirred until it
2. 2
   세척The organic layer was washed with brine
3. 3
   건조dried (Na2SO4)
4. 4
   여과filtered
5. 5
   기타The crude aldehyde was used without further purification

실험 절차

The crude material from Step 4 (0.040 g) was dissolved in CH2Cl2 (3 mL) and treated with Dess-Martin periodinane (0.07 g, 0.2 mmol). The mixture was stirred at ambient temperature for 4 h then diluted with EtOAc (10 mL), sat'd NaHCO3 (5 mL), and aqueous Na2S2O3 (5 mL). The biphasic mixture was stirred until it was colorless. The organic layer was washed with brine, dried (Na2SO4), filtered, and conc in vacuo. The crude aldehyde was used without further purification.

출처