Benzenesulfonyl chloride → HCID 19003155, compound

Participants

Reaction Steps

3,5-Dimethylbenzyl 2-amino-3-(3-indolyl)propionate hydrochloride (1.0 g) was suspended in tetrahydrofuran (10 ml). Triethylamine (0.38 ml) was added and the solution was stirred for 15 mins. Benzenesulphonyl chloride (0.35 ml) was added and the solution was stirred at room temperature for 1 hour. Work-up as for Example 14 gave a solid which was recrystallised from ethanol to yield the title compound, 0.85 g, m.p. 114°-116° C. 1H NMR (360 MHz, CDCl3) δ7.98 (1H, s), 7.72 (2H, d, J=7 Hz), 7.54-7.30 (5H, m), 7.17 (1H, t, J=7 Hz), 7.06 (1H, t. J=7 Hz), 6.94 (1H, s), 6.89 (1H, s), 6.62 (2H, s), 5.17 (1H, d, J=9.2 Hz), 4.68 (2H, ABq, J=11.9 Hz), 4.33 (1H, m), 3.27 (2H, m), 2.27 (6H, s).

Provenance & Evidence