反应详情

温度

90 °C

Prepared in an analogous manner to example 4, step 2 using benzyl ((2R,3S)-2-((1H-1,2,4-triazol-1-yl)methyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl)carbamate (101 mg, 0.224 mmol), K2S2O8 (85 mg, 0.313 mmol) and K2HPO4 (50.7 mg, 0.291 mmol) in ACN:water (2:1, 61.5 mL) while heating for 2 h at 90° C. More K2S2O8 (18.1 mg, 0.067 mmol) and K2HPO4 (10.1 mg, 0.058 mmol) were added and heated for another 1.5 h. More K2S2O8 (18.1 mg, 0.067 mmol) and K2HPO4 (10.1 mg, 0.058 mmol) were added and heated for another hour. It was diluted with ACN and concentrated in vacuo, removing most of the ACN. The mixture was diluted with water/DCM then added EtOAc and the layers separated. The aqueous layer was extracted with EtOAc (5×) and the combined organic layers were dried over Na2SO4. The crude residue was purified via silica gel chromatography (MeOH-DCM, 10%) to afford the title compound (38 mg, 56%). LCMS: Rt=0.50 min, m/z=302.2 (M+1) Method 2m_acidic; 1H NMR (500 MHz, ACN-d3) δ 8.17 (s, 1H), 7.92 (s, 1H), 7.49-7.31 (m, 4H), 6.82-6.74 (m, 1H), 6.67 (br s, 1H), 5.18-5.01 (m, 3H), 4.49-4.42 (m, 1H), 4.37-4.30 (m, 1H), 4.21 (q, J=5.4 Hz, 1H).

1. temperatureheated for another 1.5 h
2. temperatureheated for another hour
3. concentrationconcentrated in vacuo
4. customremoving most of the ACN
5. additionThe mixture was diluted with water/DCM
6. customadded EtOAc and the layers separated
7. extractionThe aqueous layer was extracted with EtOAc (5×)
8. dry with materialthe combined organic layers were dried over Na2SO4
9. customThe crude residue was purified via silica gel chromatography (MeOH-DCM, 10%)