反应详情

Deprotection of 13 (300 mg, 0.83 mmol) as in Example C above and reaction with (E)-4-butyrylamino-1-methyl-2-pyrroleacrylic acid (197 mg, 0.83 mmol), EDCI.HCl (397 mg, 2.07 mmol) and DMA gave a product that was chromatographed on silica gel. Elution with CH2Cl2 /EtOAc (1:1), followed by crystallisation from CH2Cl2 /iPr2O gave 14i (246 mg, 62%), mp 216° C. 1H NMR [(CD3)2SO] δ 9.79 (S, 1 H, NH), 9.22 (s, 1 H, H-4), 8.32 (d, J=8.7 Hz, 1 H, H-6), 8.17 (d, J=8.1 Hz, 1 H, H-9), 7.76-7.65 (m, 2 H, H-7,8), 7.64 (d, J=14.9 Hz, 1 H, COCH=CH), 7.25 (d, J=1.6 Hz, 1 H, H-5'), 6.81 (d, J=1.6 Hz, 1 H, H-3'), 6.71 (d, J=15.0 Hz, 1 H, COCH=CH), 4.65-4.50 (m, 3 H, H-1,2), 4.08 (d, J=3.6 Hz, 2 H, CH2Cl), 3.71 (s, 3 H, NCH3), 2.22 (t, J=7.3 Hz, 2 H, COCH2), 1.60 (sextet, J=7.4 Hz, 2 H, CH2CH3), 0.90 (t, J=7.4 Hz, 3 H, CH2CH3). Anal. Calculated for C25H25ClN4O4 : C, 62.4;H, 5.2; N, 11.7. Found: C, 62.6; H, 5.2; N, 11.5%.

1. customgave a product that
2. customwas chromatographed on silica gel
3. washElution with CH2Cl2 /EtOAc (1:1)
4. customfollowed by crystallisation from CH2Cl2 /iPr2O