1,2-Dichloroethane → N-(tert-butoxycarbonyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-({[(2S)-1-(benzyloxy)-3-phenylpropan-2-yl]amino)}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

Participants

Reaction Steps

15.3 μl (88 μmol) of N,N-diisopropylethylamine, 6.7 mg (44 μmol) of HOBt, and 6.7 mg (35 μmol) of EDC were added to a solution of 20 mg (29 μmol) of N-(tert.-butoxycarbonyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-2-carboxy-1-methoxypropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (intermediate 15) in 1 ml DMF and the composition was then stirred for 30 minutes. Then, 7.8 mg (32 μmol) of (2S)-1-(benzyloxy)-3-phenylpropane-2-amine-hydrochloride (intermediate 31) were added. After having stirred the reaction composition overnight, the components thereof where directly separated by means of preparative HPLC. The yield was 26 mg (98% o. th.) of the title compound.

Provenance & Evidence