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N ‐Perbenzylation of Oligopeptides with P4‐Phosphazene Base; A New Protecting‐Group Technique for Modification and Solubilization of Peptides in Apolar Organic Solvents
Author(s) -
Pietzonka Thomas,
Seebach Dieter
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199214811
Subject(s) - phosphazene , chemistry , oligopeptide , base (topology) , solubilization , peptide , bromide , organic base , organic chemistry , protecting group , biochemistry , polymer , alkyl , mathematical analysis , mathematics
Even sparingly soluble peptides can be perbenzylated with P4‐phosphazene base/benzyl bromide. The products of type A are readily soluble in organic solvents and can be used for further modifications of the peptide framework. Debenzylation is achieved by treatment with sodium in liquid nitrogen.