(3R,4R)-3-methylpiperidin-4-yl pivalate → (3R,4R)-4-Methoxy-3-methylpiperidine

Participants

Reaction Steps

The same procedures employed to synthesize (3S,4S)-4-methoxy-3-methylpiperidine Examples 9-C were utilized, however the starting material used was (3R,4R)-3-methylpiperidin-4-yl pivalate (CAS#863249-35-8, prepared as described in WO 2005077932). 1H NMR (400 MHz, CD2Cl2) δ ppm 0.92 (d, J=6.6 Hz, 3 H) 1.22 (tdd, J=12.3, 12.3, 10.4, 4.3 Hz, 1 H) 1.39-1.55 (m, 1 H) 2.04 (dq, J=12.4, 3.5 Hz, 1 H) 2.23 (dd, J=12.6, 10.6 Hz, 1 H) 2.55 (td, J=12.4, 2.8 Hz, 1 H) 2.75 (td, J=9.7, 4.2 Hz, 1 H) 2.96 (ddd, J=12.6, 4.2, 1.4 Hz, 1 H) 3.02-3.11 (m, 1 H) 3.31 (s, 3 H).

Provenance & Evidence