Ethyl Acetate → methyl 14-cyclohexyl-7-formyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-1-carboxylate

Participants

Reaction Steps

A solution (0.03 M) of methyl 14-cyclohexyl-7-(hydroxymethyl)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (prepared as described in example 13, steps 1-2) in DCM was added to a solution of DMP (0.04 M; 1.25 eq) in DCM at RT. The reaction was then left to stir at RT for 1 h. The mixture was diluted with EtOAc and washed with a 1:1 mixture of sat. aq. NaHCO3 and sodium thiosulfate (aq) (3×) before washing with brine, drying (Na2SO4), filtering and concentrating in vacuo to afford the product as a tinted glass (98%). The material was taken on without further purification. (ES+) m/z 418 (M+H)+; 436 (M+H2O+H)+.

Provenance & Evidence