Trityl chloride → HCID 178481897, compound

Participants

Reaction Steps

To a solution of the crude product tert-butyl (5S)-5-[2,3-bis(tert-butoxycarbonyl)guanidino]-6-[(5-amino-1-methyl-1H-pyrazol-4-yl)amino]-6-oxohexylcarbamate and triethylamine (1.01 g) in chloroform (100 ml) was added triphenylmethyl chloride (2.78 g), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was washed successively with 10% aqueous citric acid solution, brine and saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with 3% methanol/chloroform to give tert-butyl (5S)-5-[2,3-bis(tert-butoxycarbonyl)guanidino]-6-{[1-methyl-5-(tritylamino)-1H-pyrazol-4-yl]amino}-6-oxohexylcarbamate (5.60 g) as an oil.

Provenance & Evidence