Реакция #48618

Уравнение реакции

(2S,5R)-5-(tert-butyldimethylsilanyloxymethyl)-2-ethoxymorpholine-4-carboxylic acid tert-butyl ester

tetrabutylammonium fluoride

→

desired compound

Выход 92.7%

(2S,5S)-2-Ethoxy-5-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester

Выход 92.7%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Концентрированиеconcentrate
2. 2
   Другоеpurify
3. 3
   Промывка(silica gel chromatography, eluting with 10:90 to 40:60 ethyl acetate:hexanes)

Методика

Dissolve (2S,5R)-5-(tert-butyldimethylsilanyloxymethyl)-2-ethoxymorpholine-4-carboxylic acid tert-butyl ester (0.39 g, 1.04 mmole) in tetrahydrofuran (3 mL) and add tetrabutylammonium fluoride (2.1 mL, 2.1 mmol, 1.0 M in tetrahydrofuran). Stir 45 minutes at room temperature, concentrate and purify (silica gel chromatography, eluting with 10:90 to 40:60 ethyl acetate:hexanes) to give the desired compound (252 mg, 92%).

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