Trifluoroacetic acid → methyl(7R)-7-[beta-alanyl(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

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Reaction Steps

A solution of methyl(7R)-7-[[N-(tert-butoxycarbonyl)-β-alanyl](methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.15 M) in DCM was treated with TFA (10 eq.) and the resulting mixture was stirred for 4h at RT before removing all volatiles in vacuo. The residue was partitioned between EtOAc and sat aq NaHCO3 and the layers separated. The combined organics were washed with brine, before being dried (Na2SO4), filtered and concentrated in vacuo. The product was used directly in the next step without further purification. (ES+) m/z 490 (M+H)+.

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