Trifluoroacetic acid → HCID 55288816, compound

Participants

Reaction Steps

To a stirred solution of (3RS,4R)-2-methyl-4-(trityl-amino)-hexan-3-ol (0.53 g, 1 eq, 1.41 mmol) in DCM (20 mL) under an argon atmosphere at room temperature, was added CF3COOH (5 mL) dropwise, and the solution was stirred at this temperature for 1 h. The solvent was evaporated in vacuo, the residue was precipitated from Et2O (10 mL) with hexane (90 mL) with stirring to give a yellow oil. The solvent was decanted from the oil, and the oil was washed with hexane (20 mL) and dried in vacuo to afford the title compound as a light yellow oil. Yield: 0.18 g (100%). (50% de 3S,4R: 50% de 3R,4R). 1H-NMR (d6-DMSO, 250 MHz): δ0.85-0.99 (m, 9H, NH2CH(CH2CH3)CH(CH(CH3)2)OH), 1.42-1.79 (m, 2H, NH2CH(CH2CH3)CH(CH(CH3)2)OH), 2.95 (m, 1H, NH2CH(CH2CH3)CH(CH(CH3)2)OH), 3.18 (m, 1H, NH2CH(CH2CH3)CH(CH(CH3)2)OH), 3.37 (m, 1H, NH2CH(CH2CH3)CH(CH(CH3)2)OH), 7.58 (bs, 2H, NH2CH(CH2CH3)CH(CH(CH3)2)OH).

Provenance & Evidence