Diisopropylethylamine → N-{(2S)-4-{[(4-{(2S)-3-(Allyloxy)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl}phenoxy)-carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoyl}glycyl-S-trityl-L-cysteinamide

Participants

Reaction Conditions

Reaction Steps

559 mg (0.99 mmol) of the compound from example 2A was dissolved in 15 ml dichloromethane. 415 mg (0.99 mmol) of the compound from example 18A, 173 μl (0.99 mmol) N,N-diisopropylethylamine and 376 mg (0.99 mmol) HATU were added. The reaction mixture was heated for 30 min in a sealed tube at 60° C. in a microwave synthesizer. From the reaction mixture the solvent was removed under reduced pressure. The raw product was dissolved in dichloromethane and chromatographed over approx. 70 ml silica gel. Solvents used were dichloromethane, dichloromethane/methanol 20/1 to dichloromethane/methanol 5/1. The product-containing fractions were combined and concentrated to dryness under reduced pressure. This gave 860 mg (0.69 mmol, 70% of theory) of the desired product.

Provenance & Evidence