THE 2,4-DIMETHYLPENT-3-YLOXYCARBONYL (DOC) GROUP AS A NEW, NUCLEOPHILE-RESISTANT PROTECTING GROUP FOR TYROSINE IN SOLID-PHASE PEPTIDE-SYNTHESIS

Authors
ROSENTHAL K KARLSTROM A UNDEN A
Citation
K. Rosenthal et al., THE 2,4-DIMETHYLPENT-3-YLOXYCARBONYL (DOC) GROUP AS A NEW, NUCLEOPHILE-RESISTANT PROTECTING GROUP FOR TYROSINE IN SOLID-PHASE PEPTIDE-SYNTHESIS, Tetrahedron letters, 38(6), 1997, pp. 1075-1078
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
6
Year of publication
1997
Pages
1075 - 1078
Database
ISI
SICI code
0040-4039(1997)38:6<1075:T2(GAA>2.0.ZU;2-Y
Abstract
The 2,4-dimethylpent-3-yloxycarbonyl (Dec) group is presented as a new protecting group for tyrosine. The Doc group is 1000-fold more stable towards the nucleophile piperidine than the commonly used 2-bromobenz yloxycarbonyl (2-BrZ) group is, and it is completely cleaved by hydrog en fluoride. (C) 1997, Elsevier Science Ltd.