Réaction #159219

Équation de réaction

diisopropylethylamine

2-methoxycarbonylamino-3-methyl-butyric acid

HATU

5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester

→

6-(2-methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester

Rendement 72.2%

Solvants

ethyl acetate

dimethylformamide

dimethylformamide

Conditions de réaction

Traitement

1. 1
   AutreTo the resulting reaction mixture
2. 2
   Lavagewashed with water and brine
3. 3
   Séchagedried (MgSO4)
4. 4
   Concentrationconcentrated
5. 5
   AutreThe resulting residue was purified by flash chromatography

Mode opératoire

To a solution of 2-methoxycarbonylamino-3-methyl-butyric acid (1.11 g, 6.33 mmol) and HATU (2.41 g, 6.34 mmol) in dimethylformamide (13 mL) was added a solution of 5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester (980 mg, 5.3 mmol) in dimethylformamide (13 mL). To the resulting reaction mixture was added diisopropylethylamine (1.85 mL, 10.6 mmol) and the reaction was heated to 60° C. for 16 hours. The reaction was diluted with ethyl acetate, washed with water and brine, dried (MgSO4) and concentrated. The resulting residue was purified by flash chromatography to give 6-(2-methoxycarbonylamino-3-methyl-butyryl)-5-oxa-6-aza-spiro[3.4]octane-7-carboxylic acid ethyl ester (1.31 g, 72%). LCMS-ESI+: calculated for C16H26N2O6: 342.18; observed [M+1]+: 342.90.

Source