反应详情

This compound was prepared via the general DCC/pyr coupling method from 8 (1.9948 g, 8.001 mmol), N-Boc-4-aminophenylacetic acid (3.0589 g, 12.173 mmol), DCC(2.6602 g, 12.89 mmol), and pyridine (1.04 mL, 12.9 mmol). The crude product was gravity column chromatographed eluting with CH2Cl2:2% NH3:1% MeOH before it was converted to the HCl salt with 1.0 M HCl in Et2O and crystallized from MeOH to yield 18HCl.(0.4891 g, 12%, first crop): m.p. (HCl salt) 170° C. (dec); 1H NMR (HCl salt, DMSO-d6) δ1.49 (s, 9H, t-butyl), 2.01 (br s, 4H, —CH2CH2—), 2.83 (s, 3H, —NCH3), 3.1-4.15 (complex, 8H, 4 —CH2—), 6.27 (m, 1H, —CH—), 7.17 (d, J=8 Hz, 2H, aromatic), 7.39 (d, J=8 Hz, 2H, aromatic), 7.7 (m, 2H, aromatic), 8.09 (s, 1H, aromatic), 8.23 (d, J=6 Hz, 1H, aromatic), 9.3 (s, 1H, —NHBoc). MS(FAB) 483. Anal. (C, H, N) C26H34N4O5HCl.0.25 H2O.

1. customchromatographed
2. washeluting with CH2Cl2
3. customcrystallized from MeOH
4. customto yield 18HCl