Reacción #83102

Ecuación de reacción

product

1,4-Anhydro-2-S-[(4-methoxyphenyl)methyl]-2-thio-L-arabinitol

p-toluenesulfonyl chloride

→

desired product

Rendimiento 57.1%

1,4-Anhydro-2-S-[(4-methoxyphenyl)methyl]-2-thio-L-arabinitol 5-(4-Methylbenzenesulfonate)

Rendimiento 57.1%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe mixture is quenched with water
2. 2
   Extracciónextracted with diethyl ether
3. 3
   Lavadowashed with water and saturated sodium chloride
4. 4
   Otrodried
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe residue is purified by chromatography (Silica gel: 50% ethyl acetate/hexane)

Procedimiento

To a 0° C. solution, under argon, of 0.580 g of product from Example 323 in 10 ml of pyridine is added 0.430 g of p-toluenesulfonyl chloride. The reaction is stirred at room temperature overnight. The mixture is quenched with water, extracted with diethyl ether, washed with water and saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by chromatography (Silica gel: 50% ethyl acetate/hexane) to give 0.520 g of the desired product.

Fuente