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Stoffwechselprodukte von Mikroorganismen. 139. Mitteilung . Synthesen in der Sideramin‐Reihe: Rhodotorulasäure und Dimerumsäure
Author(s) -
Widmer Jörg,
KellerSchierlein Walter
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570703
Subject(s) - chemistry , acetohydroxamic acid , acetylation , ethyl bromoacetate , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , enzyme , urease , gene
t ‐Butyl ( E )‐O‐acetyl‐Δ 2 ‐anhydromevalonate could be prepared. by a Reformatsky reaction of 4‐acetoxybutan‐2‐one and t ‐butyl bromoacetate. Condensation of its activated derivatives with the diketopiperazine of N 5 ‐hydroxy‐ L ‐ornithine led to di‐O‐acetyl dimerumic acid, which could be transformed, by ammonolysis, to dimerumic acid, identical with the natural compound. The corresponding acetohydroxamic acid, prepared by acetylation of the diketopiperazine, was identical with natural rhodotorulic acid.