Aluminium lithium hydride → HCID 46865943, compound

Participants

Reaction Conditions

Reaction Steps

1 M solution of LiAlH4 in tetrahydrofuran (0.15 mL) was added to a solution of (4′-{(S)-1-[(S)-6-(2-hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-biphenyl-4-yloxy)-acetic acid methyl ester (125 mg) in tetrahydrofuran (2 mL) cooled to −10° C. under argon atmosphere. The resulting mixture was stirred at −10° C. for 2 h and at room temperature for 1 h, before another portion of LiAlH4 (1 M solution in tetrahydrofuran, 0.04 mL) was added at −10° C. The cooling bath was removed and the solution was stirred at room temperature for another 4 h. Then, water was added and the resulting mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4), and concentrated. The residue was purified by HPLC on reversed phase (acetonitrile/water) to give the title compound.

Provenance & Evidence