Triethylamine → HCID 67272744, compound

Participants

Reaction Steps

To a solution of (2S,3S)-2-(3,5-difluorobenzyl)-3-(2-(tert-butoxycarbonyl)-8-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinolin-3-yl)-3-hydroxypropanoic acid (Step F (10), 2.0 g, 2.57 mmol) in toluene (150 mL) was added diphenylphosphoryl azide (1.13 g, 4.12 mmol) and triethyl amine (649 mg, 6.43 mmol.). This reaction mixture was brought to 50° C. for 2 h and 100° C. for 3 h. The mixture was concentrated under vacuum and purified by silica gel Flash Chromatography to give 470 mg of the title compound: 1H NMR (CDCl3, 500 MHz) δ 1.12 (18H, m), 1.28-1.36 (3H, m), 1.48 (9H, s), 2.71 (1H, m), 3.08 (2H, s), 3.18-3.22 (1H, m), 3.82 (1H, m), 4.59 (1H, m), 4.76-5.04 (2H, m), 5.11 (1H, s), 6.67-6.77 (5H, m), 7.06 (1H, m).

Provenance & Evidence