NADPH → (2R)-1,1,1-trifluoro-2-(4-((2R)-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol

Participants

Reaction Steps

(2R)-1,1,1-trifluoro-2-(4-((2S)-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol; (2S)-1,1,1-trifluoro-2-(4-((2R)-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol; (2S)-1,1,1-trifluoro-2-(4-((2S)-2-(8-oxa-3-azabicyclo[3.2.1]oct-3-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol. 1H NMR (400 MHz, CD3OD) δ 7.91-7.89 (m, 1H), 7.68-7.66 (m, 1H), 7.47-7.45 (d, J=8.8 Hz, 2H), 7.29-7.17 (m, 1H), 6.93-6.90 (d, J=8.8 Hz, 2H), 4.26-4.20 (m, 2H), 4.11-4.04 (m, 2H), 3.81-3.76 (m, 1H), 3.50-3.45 (m, 1H), 3.26-3.20 (m, 1H), 2.75-2.55 (m, 5H), 2.42-2.39 (m, 1H), 2.28-2.19 (m, 2H), 1.93-1.74 (m, 4H), 1.70 (s, 3H). m/z (ESI, +ve ion) 546.6 (M+H)+. GK-GKRP EC50 (NADPH-coupled)=0.154 μM; GK-GKRP EC50 (LC MS/MS)=0.178 μM.

Provenance & Evidence