反応 #48618

反応方程式

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

tetrabutylammonium fluoride

→

desired compound

収率 92.7%

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

収率 92.7%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   濃縮concentrate
2. 2
   その他purify
3. 3
   洗浄(silica gel chromatography, eluting with 10:90 to 40:60 ethyl acetate:hexanes)

実験手順

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%).

出典