4-Methylmorpholine → L-Proline, 1-[N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-L-alanyl]-, 2-(ethoxycarbonyl)-2-methylhydrazide

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반응 단계

To a solution of 0.009 moles of t-butyloxycarbonylalanylalanylproline in 80 ml of dry tetrahydrofuran which has been cooled to -20° to -30° is added 1.0 ml of N-methylmorpholine and 1.2 ml of isobutylchloroformate. After stirring for 10 minutes there is added 0.009 moles of 2-azaalanine ethyl ester in 50 ml of chloroform. The reaction mixture is stirred overnight at room temperature and then concentrated in vacuo. The residue is taken up between ethyl acetate and 0.25 N hydrochloric acid. The organic layer is separated, washed with saturated sodium bicarbonate solution, water, dried over magnesium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel. Elution with ethyl acetate gives t-butyloxycarbonylalanylalanylprolyl-2-azaalanine ethyl ester.

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