Citronellal → HCID 24808003, compound

Participants

Reaction Steps

Synthesized according to the general procedure as described in Example 1a using L-leucine methyl ester hydrochloride (2.0 gm, 11.0 mmol), THF (30 mL), MgSO4 (2.24 gm, 18.7 mmol), (±) citronellal (3.95 mL, 22.0 mmol), Et3N (1.54 mL, 11.0 mmol), sodium borohydride (832 mg, 22.0 mmol), and methanol (20 mL) to give 11m (2.3 gm, 74%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 0.86 (3H, d, J=6.34 Hz), 0.9 (3H, d, J=6.59 Hz), 0.92 (3H d, J=6.83 Hz), 1.1-1.2 (1H, m), 1.24-1.36 (3H, m), 1.42-1.54 (4H, m), 1.59 (3H, m), 1.67 (4H, m), 1.9-2.08 (2H, m), 2.4-2.62 (2H, m), 3.27 (1H, t, J=7.32 Hz), 3.71 (3H, s), 5.08 (1H, t, J=7.32 Hz). ESI-MS: 306.3 (M+23).

Provenance & Evidence