تفاعل #171199

معادلة التفاعل

potassium permanganate

compound

3-{2-[(2R,3R,4S,5R)-4,5-dihydroxy-2-(2-phenylethyl)tetrahydrofuran-3-yl]ethyl}-1,2,3-benzotriazin-4(3H)-one

tetrahydrofuran

sodium metaperiodate

→

title compound

(2S,3R)-3-(formyloxy)-2-[2-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)ethyl]-5-phenylpentanoic acid

المذيبات

tert-butanol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added at 0° C
2. 2
   أخرىthe reaction mixture was evaporated
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe organic layer was washed with water and brine solution
5. 5
   تجفيفdried over anhydrous sodium sulphate
6. 6
   أخرىThe solvent was evaporated under reduced pressure

الإجراء التجريبي

To a solution of the compound obtained from step b above (0.3 g) in tert-butanol:tetrahydrofuran (3 mL:3 mL) at 0° C., a solution of sodium metaperiodate (0.673 g in 3 mL of water) was added. The reaction mixture was stirred for 2 hours at the same temperature and potassium permanganate (0.025 g) was added at 0° C. After stirring the reaction mixture for an additional 6 hours at room temperature, the reaction mixture was evaporated and the residue was taken into water and extracted with ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure, to afford the title compound (0.3 g).

المصدر