HCID 71164616, compound → HCID 23648431, compound

Participants

Reaction Steps

(1S)-2,2-Dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{[(2-pyridinylsulfonyl)amino]acetyl}pentylcarbamate was prepared as in example 3g (27% yield) except that (3S)-1-(1,3-benzothiazol-2-yl)-4,4-dimethylpyrrolidinyl (1S)-1-{(1S)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate & (3S)-1-(1,3-benzothiazol-2-yl)-4,4-dimethylpyrrolidinyl (1S)-1-{(1R)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate were substituted for (1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{(1S)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate & (1S)-2,2-dimethyl-1-({3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)propyl (1S)-1-{(1R)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate. 1H-NMR (300 MHz, DMSO-d6): δ 8.67 (d, J=6 Hz, 1H), 8.13–8.03 (m, 2H), 7.88 (d, J=8 Hz, 1H), 7.77 (d, J=8 Hz, 2H), 7.65 (dd, J=7 Hz, J=5 Hz, 1H), 7.45 (d, J=8 Hz, 1H), 7.27 (t, J=8 Hz, 1H), 7.04 (t, J=8 Hz, 1H), 4.89 (d, J=4 Hz, 1H), 4.15-3.95 (m, 5H), 3.53–3.40 under DMSO peak (m, 2H), 1.60 (m, 1H), 1.42 (m, 1H), 1.23 (m, 4H), 1.09 (s, 3H), 1.06 (s, 3H), 0.82 (m, 3H); ES-LCMS m/z 560 (M+H); HRMS C26H33N5O5S2 m/z 560.2001 (M+Na)+Cal; 560.2010 (M+Na)+.

Provenance & Evidence