Реакция #83102

Уравнение реакции

product

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

p-toluenesulfonyl chloride

→

desired product

Выход 57.1%

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

Выход 57.1%

Растворители

pyridine

Условия реакции

Обработка

1. 1
   ДругоеThe mixture is quenched with water
2. 2
   Экстракцияextracted with diethyl ether
3. 3
   Промывкаwashed with water and saturated sodium chloride
4. 4
   Другоеdried
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe residue is purified by chromatography (Silica gel: 50% ethyl acetate/hexane)

Методика

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.

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