5-Chloro-salicylaldehyde → 2-(3-{[(5-Chloro-2-hydroxy-benzyl)-((S)-1-dimethylaminomethyl-3,3-dimethyl-butyl)-amino]-methyl}-benzyl)-1,1-dioxo-1lambda6-isothiazolidine-3-carboxylic acid((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-amide

Participants

Reaction Steps

Using Method A, 2-{3-[((S)-1-Dimethylaminomethyl-3,3-dimethyl-butylamino)methyl]-benzyl}-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-amide (Intermediate 6, 0.200 g, 0.360 mmol) and 5-chloro-2-hydroxy-benzaldehyde (available from Aldrich; 0.066 g, 0.430 mmol) were reacted to form 2-(3-{[(5-Chloro-2-hydroxy-benzyl)-((S)-1-dimethylaminomethyl-3,3-dimethyl-butyl)-amino]-methyl}-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-amide (0.0450 g, 18%). Mass spectrum: m/Z: 701.5 (M+1)

Provenance & Evidence