Trifluoroacetic acid → HCID 89614937, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 3-(3-((bis(benzyloxy)phosphoryl)oxy)propoxy)-2,2-dimethylpropanoate (54) (1.76 g, 3.57 mmol) in DCM (30 mL) was added TFA (1.38 mL, 17.9 mmol), and the reaction was allowed to stir at RT for 4 h. The volatiles were removed in vacuo and the crude product was purified by silica gel chromatography (40 g, 0-30% EtOAc in isohexane (+1% AcOH)) to afford 3-(3-((bis(benzyloxy)phosphoryl)oxy)propoxy)-2,2-dimethylpropanoic acid (55) (1.03 g, 58%) as a colourless oil: m/z 437 (M+H)+ (ES+); 435 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 7.49-7.26 (m, 10H), 5.08-4.95 (m, 4H), 4.03-3.96 (m, 2H), 3.42-3.35 (m, 2H), 3.31 (s, 2H), 1.77 (quin, J=6.2 Hz, 2H), 1.05 (s, 6H).

Provenance & Evidence