- Octacidomycins, III: Synthetic Structural Analogues from C5-Units
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The total synthesis of an isoprenoid-like analogue (2) of octacidomycin (1), a novel oligocarboxylic acid antibiotic, is described.Starting from 3 (Scheme 1) and the tetraethylester of 1,11-dibromoundecane-4,4,8,8-tetracarboxylic acid (6) as a key compound systematical fragment condensations lead to the pepntadecacarboxylic acid 12 and hence to the 1,3,7,11,15,19,23,27-heptacosane-octacarboxylic acid 2.This contains regularly connected C5- instead of C7-units and shows contracted distances between the acid groups.The newly developed synthesis yields a hitherto unknown type of oligocarboxylic acids and some useful intermediates with one or two terminal vinylic functions (13-15). - Keywords: Antibiotics, Octacidomycins, Oligocarboxylic Acids, Synthesis
- Krause, Andreas,Lackner, Helmut
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p. 1550 - 1556
(2007/10/03)
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