N, N′-Dialkyldiamide-type phosphate protecting groups for Fmoc synthesis of phosphotyrosine-containing peptides

Autor: Ueki, Masaaki, Tachibana, Jun, Ishii, Yusuke, Okumura, Jin, Goto, Mitsutaka
Zdroj: Tetrahedron Letters; January 1996, Vol. 37 Issue: 28 p4953-4956, 4p
Abstrakt: Z-Tyr[P(O)(NHR) 2]-OBzl (R= n-Pr and i-Pr) were obtained by reactions of Z-Tyr-OBzl, lithiated with LDA, with N, N′-dipropyl- or diisopropyl-phosphorodiamidic chloride. Fmoc derivatives, Fmoc-Tyr[P(O)(NHR) 2]-OH, were obtained from them as stable crystals. The PN bonds are stable toward 20% piperidine in DMF and were cleaved completely with 95% trifluoroacetic acid.
Databáze: Supplemental Index