تفاعل #48618

معادلة التفاعل

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

tetrabutylammonium fluoride

→

desired compound

المردود 92.7%

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

المردود 92.7%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrate
2. 2
   أخرىpurify
3. 3
   غسيل(silica gel chromatography, eluting with 10:90 to 40:60 ethyl acetate:hexanes)

الإجراء التجريبي

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%).

المصدر