Réaction #836425

Équation de réaction

3,4-dihydro-2H-pyran

4-(benzyloxy)-7-[(1R)-2-bromo-1-hydroxyethyl]-1,3-benzothiazol-2(3H)-one

pyridinium p-toluenesulphonate

→

title compound

4-(Benzyloxy)-7-{(1R)-2-bromo-1-[tetrahydro-2H-pyran-2-yloxy]ethyl}-1,3-benzothiazol-2(3H)-one

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   AutreThe mixture was evaporated in vacuo after 18 h
2. 2
   Autrepurified on a 2 g silica SPE cartridge
3. 3
   Lavageeluting with a stepped gradient 10% to 100% DCM-cyclohexane mixtures

Mode opératoire

To a stirred solution of 4-(benzyloxy)-7-[(1R)-2-bromo-1-hydroxyethyl]-1,3-benzothiazol-2(3H)-one (31 mg) in dry DCM (5 ml) under nitrogen, was added pyridinium p-toluenesulphonate (5 mg), followed by 3,4-dihydro-2H-pyran (30 μl). The mixture was evaporated in vacuo after 18 h and purified on a 2 g silica SPE cartridge, eluting with a stepped gradient 10% to 100% DCM-cyclohexane mixtures, to give the title compound (42 mg). LCMS RT=3.72 and 3.78 min.

Source