Synthetic study of muraymycins using Ugi-four component reaction
Author(s) -
T Tanino,
Shinya Hirano,
S. Ichikawa,
Akira Matsuda
Publication year - 2008
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/nrn282
Subject(s) - ugi reaction , amination , component (thermodynamics) , chemistry , guanidine , reductive amination , combinatorial chemistry , multi component reaction , organic chemistry , isocyanide , catalysis , physics , thermodynamics
The synthetic study of muraymycins (MRYs), which have potent antibacterial activity, is described. The key elements of our approach include the synthesis of L-epicapreomycidine via a C-H amination reaction and a conversient assemblage to construct of the framework of muraymycins using Ugi-four component reaction. First, isonitrile 4 was prepared from uridine in 14 steps. The precursor of carboxylic acid component 15 was synthesised via the C-H amination reaction, formation of cyclic guanidine structure. Muraymycin D2 analogs were synthesized by a model Ugi-four component reaction.
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