반응 #983384

반응 방정식

6-amino-4-fluoro-3-methyl-1,3-benzoxazol-2(3H)-one

methyl (2R)-glycidate

lithium trifluoromethanesulfonate

→

product

수율 99.6%

methyl (2R)-3-[(4-fluoro-3-methyl-2-oxo-2,3-dihydro-6-benzoxazolyl)amino]-2-hydroxypropanoate

수율 99.6%

용매

acetonitrile

ethyl acetate

반응 조건

후처리

1. 1
   세척washed with water and saline
2. 2
   건조dried (MgSO4)
3. 3
   기타evaporated under reduced pressure
4. 4
   기타Final purification by flash column chromatography (50% ethyl acetate/hexane)

실험 절차

A mixture of 6-amino-4-fluoro-3-methyl-1,3-benzoxazol-2(3H)-one (Step 7, 0.630 g, 3.46 mmol), methyl (2R)-glycidate (0.353 g, 3.46 mmol) and lithium trifluoromethanesulfonate (0.540 g, 3.46 mmol) in acetonitrile (10 ml) is stirred and heated at 90° C. overnight. The reaction mixture is diluted with ethyl acetate, washed with water and saline, dried (MgSO4), and evaporated under reduced pressure. Final purification by flash column chromatography (50% ethyl acetate/hexane) gives pure product as a white solid (0.98 g, 60%); MS for C12H13FN2O5 m/z 285 (M+H)+.

출처