6-carboxy-N2-[[[carboxy-2-[(1-oxoheptyl)amino]ethyl]amino]carbonyl]-N6-[(1,1-dimethylethoxy)carbonyl]-L-lysyl-D-alanine → N-[6-carboxy-N2-[[[2-carboxy-2-[(1-oxoheptyl)amino]-ethyl]amino]carbonyl]-L-lysyl]-D-alanine

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Reaction Steps

To 85.9 mg of 1b-5 under argon is treated with 500 μl of TFA according to Example 80. The volatiles are evaporated to a residue which is triturated with ether 3x and the ether is decanted. The residue is dried to give 77.9 mg of 1b-11 as a white solid. NMR(CD3OD) δ0.80(t,3H), 2.16(t,2H), 3.22 (br s, 5H), 3.58 (m, 2H), 3.85 (m, 1H), 4.15 (m, 1H), 4.30(d, 1H), 4.40(m,1H); MS(HR-FAB) m/z 526.2482 (M+H, calcd for C21H38N5O9 526.2489).

Provenance & Evidence