반응 #1137381

반응 방정식

DCM MeOH

(3R,3aS)-3-((t-butyldimethylsiloxy)methyl)-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1 (3H)-one

( a )

(3R,3aS)-3-((t-butyldimethylsiloxy)methyl)-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1 (3H)-one

tetra-n-butylammonium fluoride

→

white solid

수율 70.9%

(3R,3 aS)-3-(hydroxymethyl)-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1 (3H)-one

수율 70.9%

용매

THF

반응 조건

후처리

1. 1
   온도The resulting mixture was raised to room temperature
2. 2
   기타reacted for 2 h
3. 3
   기타the reaction
4. 4
   기타THF was evaporated
5. 5
   세척The resulting mixture was washed with ethyl acetate/n-hexane=1/1
6. 6
   여과filtered under reduced pressure
7. 7
   기타dried

실험 절차

Compound (3R,3aS)-3-((t-butyldimethylsiloxy)methyl)-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1 (3H)-one (3.6 g, 8.295 mmol) prepared as above in (a) was dissolved in 50 ml of THF, cooled to 0° C., to which was slowly added tetra-n-butylammonium fluoride (1M, 10 ml). The resulting mixture was raised to room temperature and reacted for 2 h. TLC (DCM/MeOH=10/1) was employed to monitor the reaction. After the reaction completed, THF was evaporated. The resulting mixture was washed with ethyl acetate/n-hexane=1/1 under stirring, filtered under reduced pressure, and dried to afford 1.88 g of white solid, yield 70.86%.

출처