反应详情

To tert-Butyl(2R,5R)-5-[2-(2-aminophenyl)ethyl]-2-{2-[2-({(2S)-2-[(methoxycarbonyl)amino]-3,3-diphenylpropanoyl}amino)phenyl]ethyl}morpholine-4-carboxylate (1.0 equiv) in CH2Cl2 (0.1 M) were added triethylamine (3 eq) and phenylmethanesulfonyl chloride (1.5 eq). The reaction was stirred at room temperature for 18 h and ethyl acetate and saturated sodium bicarbonate were added. Aqueous layer was extracted twice with ethyl acetate and combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The crude product was purified using automated silica-gel flash chromatography using a solvent gradient of 20% to 100% of ethyl acetate and hexanes to afford tert-butyl (2R,5R)-5-(2-{2-[(benzylsulfonyl)amino]phenyl}ethyl)-2-[2-(2-{[N-(methoxycarbonyl)-β-phenyl-L-phenylalanyl]amino}phenyl)ethyl]morpholine-4-carboxylate which was treated with TFA by following procedure described in step 12 of Example 1 to afford the title compound.

1. extractionAqueous layer was extracted twice with ethyl acetate
2. washwere washed with brine
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe crude product was purified