Reaktion #83102

Reaktionsgleichung

product

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

p-toluenesulfonyl chloride

→

desired product

Ausbeute 57.1%

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

Ausbeute 57.1%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture is quenched with water
2. 2
   Extraktionextracted with diethyl ether
3. 3
   Waschenwashed with water and saturated sodium chloride
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe residue is purified by chromatography (Silica gel: 50% ethyl acetate/hexane)

Vorschrift

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.

Quelle