1-Hydroxybenzotriazole → 4-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-({4-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carbonyl}-amino)-pentanoyl]-piperazine-1-carboxylic acid butyl ester

Participants

Reaction Steps

To a solution of 385 mg 4-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid in 10 ml DMF were added 215 mg HOBt, 270 mg EDC and 0.4 ml DIPEA. After 20 minutes 506 mg 4-[(S)-2-Amino-5-(tert-butyl-diphenyl-silanyloxy)-pentanoyl]-piperazine-1-carboxylic acid butyl ester hydrochloride were added and the mixture stirred for 12 h. The reaction mixture was concentrated, diluted with ethyl acetate and washed with aqueous LiCl (4%), 0.1 M HCl and saturated aqueous NaHCO3. The crude product thus obtained was pure enough for the following transformation. Yield: 850 mg.

Provenance & Evidence