Water → 3-Benzylsulfonyl-2-(tetrahydro-pyran-4-yloxymethyl)-propionic acid

反応式

[CH2:1]([S:8][CH2:9][CH:10]([CH2:14][O:15][CH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[C:11]([OH:13])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:22]OS([O-])=O.[K+].[OH2:28]>CO>[CH2:1]([S:8]([CH2:9][CH:10]([CH2:14][O:15][CH:16]1[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1)[C:11]([OH:13])=[O:12])(=[O:22])=[O:28])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

実験手順

A solution of 3-Benzylsulfanyl-2-(tetrahydro-pyran-4-yloxymethyl)-propionic acid (1.16 g, 3.7 mmol) in a mixture of MeOH (10 ml) and water (30 ml) was treated oxone (3.5 g, 5.6 mmol) overnight. Methanol evaporated off under reduced pressure, aqueous layer extracted with ethyl acetate, dried (Na2SO4) and evaporated under reduced pressure to give the title compound as white solid (1.36 g); MS: 365 (M+Na), 343 (MH+); LCMS retention time 3.1 minutes.