Premium
Efficient and Flexible Solid‐Phase Synthesis of N ‐Hydroxypolyamine Derivatives
Author(s) -
Méret Michaël,
Bienz Stefan
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800677
Subject(s) - chemistry , polyamine , linker , solid phase synthesis , cleavage (geology) , bromide , nucleophile , combinatorial chemistry , nucleophilic substitution , polymer chemistry , organic chemistry , biochemistry , catalysis , peptide , geotechnical engineering , fracture (geology) , computer science , engineering , operating system
Orthogonally protected, N ‐hydroxylated, linear tri‐ and tetra‐amines were efficiently synthesised on Merrifield resin, which was modified with a phenethyl bromide linker. The polyamine frameworks were convergently prepared “from the centre” with reductive aminations and nucleophilic substitutions to elongate the polyamine backbone. The required N ‐hydroxy groups were introduced during the cleavage of the polyamine derivatives from the resin through Cope elimination.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)