Benzaldehyde → HCID 67346582, compound

Participants

Reaction Steps

Methyl (7R)-7-amino-14-cyclohexyl-3-fluoro-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (Example 11, Step 5) was dissolved in HC(OMe)3 (50 eq) and a solution of benzaldehyde (1.1 eq) in HC(OMe)3 (50 eq) was added. The mixture was stirred overnight at RT to allow formation of the imine. All volatiles were evaporated and the residual material was dissolved in MeOH/HOAc (0.05 M). NaCNBH3 (1.1 eq) was added and the mixture was stirred at RT for 1 h. The solution was used directly in the next step. (ES+) m/z 513 (M+H)+.

Provenance & Evidence