tert-Butanol → HCID 67344737, compound

Participants

Reaction Steps

Chlorosulfonyl isocyanate (1.2 eq) was dissolved in dry DCM (0.2M) and 1.3 eq of a 2M solution of t-BuOH in ether was added at 0° C., after stirring for 1 h a 1 M solution of methyl (7R)-7-((tert-butoxycarbonyl){2-[2-(methylamino)ethoxy]ethyl}amino)-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (1 eq) and NEt3 (3 eq) in dry DCM was added dropwise, and stirring was continued for 30 min at 0° C. and then at RT for 2 h. All volatiles were evaporated in vacuo and the residue was taken in EtOAc, washed with 1N HCl and brine, dried and concentrated; the crude material was purified by FC (Biotage, gradient of PE/EtOAc 1:1 to 1:3) to afford 40% of the title compound. (ES+) m/z 785 (M+H)+.

Provenance & Evidence