4-Methyl-2-oxovaleric acid → (R)-2-hydroxy-4-methylpentanoic acid

Participants

Reaction Steps

The sodium salt of 4-methyl-2-oxo-pentanoic acid 7 (152 mg, 1 mmol), RLB2HADH (13.8 mg, 276 U), HCl (1 ml, 1 mmol, 1 eq.). A reaction time of 24 hours gave 8 (114 mg, 0.87 mmol, 87% yield, >99.5% e.e.); δH1 (270 MHz) ppm: 6.63 (1H, br s, 2-OH), 4.29 (1H, br t, J=6.5 Hz, 2-H), 1.95-1.85 (1H, m, 4-H), 1.64-1.60 (2H, m, 3-H2), 0.98-0.95 (6H, 2×s, 5-H3 and 5'-H3).

Provenance & Evidence