Compound (S)-2
(S)-3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)propanamide
From: Expedited mapping of the ligandable proteome using fully functionalized enantiomeric probe pairs
View in PubChem | MDL Molfile | Chemdraw file
InChIKey CTNWJUWKHGOYLK-HNNXBMFYSA-N
Compound data: NMR
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
The title compound was synthesised following the General Procedure outlined for compound (R)-1. The flash chromatography was run with n-hexane/ethyl acetate 2:3. 27.8 mg (82%) of the product were obtained. 1H NMR (500 MHz, Chloroform-d) δ 8.17 (s, 1H), 7.65 (d, J = 7.9 Hz, 1H), 7.37 (d, J = 8.1 Hz, 1H), 7.24 – 7.18 (m, 1H), 7.14 (t, J = 7.5 Hz, 1H), 7.06 (d, J = 2.4 Hz, 1H), 5.77 (d, J = 7.5 Hz, 1H), 4.35 – 4.22 (m, 1H), 3.77 – 3.61 (m, 2H), 3.02 (d, J = 6.9 Hz, 2H), 2.72 (s, 1H), 2.03 – 1.92 (m, 3H), 1.88 (t, J = 7.2 Hz, 2H), 1.83 – 1.72 (m, 2H), 1.58 (t, J = 7.2 Hz, 2H). 13C NMR (126 MHz, CDCl3) δ 171.85, 136.30, 127.60, 122.70, 122.37, 119.79, 118.69, 111.53, 111.32, 82.75, 77.29, 77.03, 76.78, 69.27, 64.60, 52.27, 32.30, 30.95, 30.52, 28.29, 27.89, 26.52, 13.26. HRMS (m/z) calculated for C19H23N4O2 [M+H]+: 339.1815; found: 339.1813.
