Tetrahydrofuran → (3RS,4RS)-4-(4-hydroxyphenyl)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methylthiochroman

Under argon atmosphere, tetrahydrofuran solution of tetrabutylammonium fluoride (1.0M, 2.27 ml, 2.27 mmol) was added dropwise to tetrahydrofuran solution (35 ml) of (3RS,4RS)-4-(4-t-butyldimethylsilyloxyphenyl)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methylthiochroman (856 mg, 1.51 mmol) at 0° C. and the resulting mixture was stirred for 2 hours. After adding water, the reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and then distilled under reduced pressure to remove the solvent. The crude product thus obtained was purified with silica gel column chromatography (ethyl acetate:hexane=1:2) to obtain 682 mg (yield: 100%) of the title compound.

1. extractionthe reaction solution was extracted with ethyl acetate
2. washThe organic layer was washed with saturated saline
3. dry with materialdried over anhydrous magnesium sulfate
4. distillationdistilled under reduced pressure
5. customto remove the solvent
6. customThe crude product thus obtained
7. customwas purified with silica gel column chromatography (ethyl acetate:hexane=1:2)

ORD 기록

ord-607a79ef86d8467d8c66b562d65309a5

출처 데이터셋

uspto-grants-2000_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06153768