반응 #159219

반응 방정식

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

수율 72.2%

용매

ethyl acetate

dimethylformamide

dimethylformamide

반응 조건

후처리

1. 1
   기타To the resulting reaction mixture
2. 2
   세척washed with water and brine
3. 3
   건조dried (MgSO4)
4. 4
   농축concentrated
5. 5
   기타The resulting residue was purified by flash chromatography

실험 절차

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.

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