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Synthesis of 3,5-dichloro-6-ethyl-2,4-dihydroxybenzoic acid – the aromatic constituent of lipiarmycin A3

✍ Scribed by Alexy, Markus ;Scharf, Hans-Dieter

Book ID
102367997
Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
208 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

3,5‐Dichloro‐6‐ethyl‐2,4‐dihydroxybenzoic acid (5, homodichloroorsellinic acid) is the polysubstituted aromatic carboxylic acid found in the macrolide antibiotic lipiarmycin A3. A convenient synthesis of the title compound from ethyl 2‐pentenoate and ethyl acetoacetate is described (five steps, 41% overall yield).

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