N,N'-DIALKYLDIAMIDE-TYPE PHOSPHATE PROTECTING GROUPS FOR FMOC SYNTHESIS OF PHOSPHOTYROSINE-CONTAINING PEPTIDES

Authors
UEKI M TACHIBANA J ISHII Y OKUMURA J GOTO M
Citation
M. Ueki et al., N,N'-DIALKYLDIAMIDE-TYPE PHOSPHATE PROTECTING GROUPS FOR FMOC SYNTHESIS OF PHOSPHOTYROSINE-CONTAINING PEPTIDES, Tetrahedron letters, 37(28), 1996, pp. 4953-4956
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
28
Year of publication
1996
Pages
4953 - 4956
Database
ISI
SICI code
0040-4039(1996)37:28<4953:NPPGFF>2.0.ZU;2-W
Abstract
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)]-O H, were obtained from them as stable crystals. The P-N bonds are stabl e toward 20% piperidine in DMF and were cleaved completely with 95% tr ifluoroacetic acid. Copyright (C) 1996 Elsevier Science Ltd