Sodium borohydride → HCID 66856859, compound

Participants

Reaction Steps

Reaction of 4-(3-((S)-1-(4-methoxyphenyl)ethyl)-6-methyl-2-oxo-1,3-oxazinan-6-yl)benzaldehyde isomer 1 with NaBH4, under conditions analogous to those described above for isomer 2, afforded (R)-6-(4-(hydroxymethyl)phenyl)-3-((S)-1-(4-methoxyphenyl)ethyl)-6-methyl-1,3-oxazinan-2-one. LC-MS Method 1 tR=1.39 min, m/z=356 (M+1); 1H NMR (CD3OD) 7.27 (d, J=8.5 Hz, 2H), 7.21 (d, J=8.5 Hz, 2H), 6.78 (d, J=8.8 Hz, 2H), 6.59 (d, J=8.8 Hz, 2H), 5.41 (q, J=7.0 Hz, 1H), 4.53 (s, 2H), 3.62 (s, 3H), 2.96-2.91 (m, 1H), 2.37-2.32 (m, 1H), 2.22-2.15 (m, 1H), 2.10-2.02 (m, 1H), 1.51 (s, 3H), 1.41 (d, J=7.0 Hz, 3H).

Provenance & Evidence