Compound 3e

1-(3,5-Bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-oxo-1-((R)-2-(phenanthren-9-yl)pyrrolidin-1-yl)butan-2-yl)thiourea

From: Thiourea-catalysed ring opening of episulfonium ions with indole derivatives by means of stabilizing non-covalent interactions

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InChIKey SYHARZWGPKZZNS-VSGBNLITSA-N

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

Compound 3e was prepared through a 5-step synthetic procedure. See Supplementary Information, Section 2 for detailed synthesis. IR (Film) 3328 (br), 2963, 1611, 1529, 1474, 1447, 1383, 1276 (s), 1177, 1134 (s), 962, 885, 749 cm-1; 1H NMR (400MHz, CDCl3) δ = 9.66 (br. s., 1 H), 8.56 (d, J = 8.1 Hz, 1 H), 8.47 (d, J = 8.4 Hz, 1 H), 7.74 (br. s., 10 H), 5.82 (d, J = 8.1 Hz, 1 H), 5.60 (d, J = 9.1 Hz, 1 H), 4.84 (t, J = 9.1 Hz, 1 H), 3.88 (dd, J = 9.9, 17.6 Hz, 1 H), 2.48 - 2.31 (m, 1 H), 2.10 - 1.92 (m, 3 H), 1.16 (s, 9 H); 13C NMR (100 MHz, CDCl3) d = 181.1, 170.6, 139.6, 133.4, 131.8, 131.5, 131.2, 130.7, 129.5, 129.1, 128.6, 126.6, 126.4, 126.4, 126.0, 123.5, 123.3, 122.7, 122.1, 118.0, 63.1, 58.7, 48.8, 35.3, 32.2, 26.7, 23.3; MS (ESI-APCI) exact mass calculated for [M+H] (C33H30F6N3OS) requires m/z 630.2, found m/z 630.2; [α]D24 = +20.7 (c = 1.0, CHCl3).

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