Reacción #162033

Ecuación de reacción

Benzoyl chloride

Maltose

DCM

→

white solid

Rendimiento 163.2%

2,3,4,6-Tetra-O-benzoyl-α-D-glucopyranosyl-(1→4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose

Rendimiento 163.2%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe organic layer was washed with NaHCO3(sat.) (×7), brine, H2SO4 (5%) (×2)
2. 2
   SecadoThe solution was dried (Na2SO4)
3. 3
   Otrothe solvent evaporated
4. 4
   Otroto remove the remaining benzoyl chloride
5. 5
   Otrothe solvent was evaporated

Procedimiento

Maltose (2.0 g, 5.84 mmol) was dissolved in dry pyridine (40 mL) at 0° C. DMAP (cat.) was added. Benzoyl chloride (2.5 equiv., 14.6 mmol, 16.4 g, 13.6 mL) was added dropwise and the solution stirred at room temperature overnight. The solution was poured onto a mixture of ice-water and DCM. The organic layer was washed with NaHCO3(sat.) (×7), brine, H2SO4 (5%) (×2), followed by brine. The solution was dried (Na2SO4) and the solvent evaporated. The product was passed through a short silica plug to remove the remaining benzoyl chloride and the solvent was evaporated to yield 3.5 g (51%) of the white solid product which was reacted on without further purification or characterisation.

Fuente