6-Amino-1-hexanol → 5-{(2S)-2-({(2S)-2-[(tert-Butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[(6-hydroxyhexyl)amino]-3-oxopropyl}-2-(carboxymethoxy)benzoic Acid

Participants

Reaction Steps

Synthesis was performed from (2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[3-(methoxycarbonyl)-4-(2-methoxy-2-oxoethoxy)phenyl]propanoic acid and 6-amino-1-hexanol (34 mg) according to Method A to give the title compound (64 mg). 1H-NMR (400 MHz, CD3OD) d 7.79 (s, 1H), 7.43 (d, J=8.1 Hz, 1H), 7.27-7.18 (m, 5H), 7.02 (dd, J=7.0 Hz, J=8.5 Hz, 1H), 4.80 (s, 2H), 4.57 (m, 1H), 4.25 (dd, J=4.8 Hz, J=9.5 Hz, 1H), 3.77 (m, 1H), 2.74 (dd, J=10.2 Hz, J=13.2 Hz, 1H), 1.34 (s, 9H); IR (KBr) 3291, 2932, 1691, 1647 cm−1; HRMS m/z 629.2948 (calc. of monoisotopic mass for C32H43N3O10 gives 629.2948).

Provenance & Evidence