Реакция #8283

Уравнение реакции

4,5-dihydroxy-pentanoic acid ethyl ester

tert-butyl-dimethyl-silyl chloride

triethylamine

→

title compound

5-(tert-Butyl-dimethyl-silyloxy)-4-hydroxy-pentanoic acid ethyl ester

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаwashed with water (100 mL), saturated ammonium chloride solution, and brine
2. 2
   ФильтрацияThe solution is filtered
3. 3
   Концентрированиеconcentrated in vacuo

Методика

A solution of 4,5-dihydroxy-pentanoic acid ethyl ester, (7 g, 43.2 mmol) and 4-dimethylaminopyridine (0.2 g, 1.73 mmol) in dichloromethane (145 mL) at room temperature under nitrogen is treated with tert-butyl-dimethyl-silyl chloride (7.8 g, 51.85 mmol) and triethylamine (6.9 mL, 47.52 mmol) and stirred 18 h. The mixture is diluted with dichloromethane (100 mL), washed with water (100 mL), saturated ammonium chloride solution, and brine. The solution is filtered and concentrated in vacuo to yield the title compound, 11.85 g (99%), as a colorless oil.

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