Triethylamine → (2S)-2-(4-Benzyloxyphenyl)-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide

Participants

Reaction Steps

(S)-4-Benzyloxymandelic acid (1.80 g), (S)-2-amino-7-hydroxytetralin hydrobromide (1.87 g) and benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (3.39 g) were dissolved in N,N-dimethylformamide (21 ml), and triethylamine (2.03 ml) was added to the solution under ice-cooling with stirring. After reaction at room temperature for an hour, diethyl ether and water were added to the reaction mixture. Collection by filtration of the resulting precipitates gave (2S)-2-(4-benzyloxyphenyl)-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide (2.64 g) as powders.

Provenance & Evidence