HCID 67346293, compound → HCID 67344016, compound

Participants

Reaction Steps

A solution of methyl 14-cyclohexyl-7(R,S)-{2-[methyl(N-methyl-β-alanyl)amino]ethyl}-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.02 M) in THF was treated dropwise with BH3-DMS complex (2M in THF; 10 eq). The resulting solution was stirred at RT for 3 h. The reaction was quenched by the careful addition of HCl/MeOH (1.25 M) and the resulting solution refluxed for 2 h. The mixture was cooled before concentrating in vacuo. The crude material was purified by FC (EtOAc/MeOH/Et3N 90:8:2) affording the product as a yellow oil (48%, over steps 8, 9). (ES+) m/z 518 (M+H)+.

Provenance & Evidence