(1S,3R)-3-methylcyclohexan-1-ol → HCID 140352852, compound

Participants

Reaction Steps

Ethyl (Z)-2hydroxyimino-3-oxobutyrate (2.65 g, 16.7 mmol) was converted into the title compound by reaction with cis 3-methylcyclohexanol (1.9 g, 16.7 mmol) as described in Example 4a method 3. After purification the title compound was obtaind as a colourless oil (0.57 g, 11%) νmax (CHCl3) 1735, 1680, and 1590 cm-1 ; δH (CDCl3) 0.8-1.3 (1H, m,. partially obscured by d, δ 0.9); 0.90 (3H, d, J 6.5 Hz), 1.1-1.4 (1H, m, partially obscured by t, δ 1.33 ), 1.33 (3H, t, J 7.11 Hz), 1.4-1.8 (2H, m, partially obscured by s, δ 1.55 ), 1.55 (3H, s), 1.85-2.1 (2H, m), 2.4 (3H, s), 4.36 (2H, q, J 7.1 Hz), and 4.50-4.64 (1H, m), δ13C (CDCl3), 14.19, 20.32, 22.28, 25.13, 26.74, 29.55, 34.16, 38.13, 61.74, 81.96, 150.2, 161.51, and 193.01.

Provenance & Evidence