Tetrahydrofuran → HCID 22102332, compound

Participants

Reaction Steps

To a stirred solution of 1-phenyl 1-cyclopentyl methylchloroformate (0.65 g, 2.75 mmol) in dry THF (10 mL) was added a solution of a-methyl- DL-tryptophan methyl ester (0.60 g, 2.5 mmol) followed by triethylamine (0.5 g, 5.0 mmol) in dry THF. The reaction mixture was stirred for 30 minutes and then filtered, concentrated and chromatographed to give an oil (0.9 g, 90%). 1H NMR (200 MHz, CDCl3) δ 8.0 (1H, br s), 7.50 (1H, d, J 7 Hz), 7.40-7.0 (8H, m), 6.6 (1H, br s), 5.35 (1H, br s), 4.15 (2H, s), 3.65 (3H, s), 3.6-3.0 (2H, m), 2.10-1.85 (4H, m), 1.85-1.60 (4H, m), 1.55 (3H, s).

Provenance & Evidence