Stoffwechselprodukte von Mikroorganismen. 139. Mitteilung. Synthesen in der Sideramin‐Reihe: Rhodotorulasäure und Dimerumsäure

Stoffwechselprodukte von Mikroorganismen. 139. Mitteilung. Synthesen in der Sideramin‐Reihe: Rhodotorulasäure und Dimerumsäure

t‐Butyl (E)‐O‐acetyl‐Δ2‐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 N5‐hydroxy‐L‐ornithine led to di‐O‐acetyl dimerumic acid, which could be transformed, by amm...

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Veröffentlicht in:Helvetica chimica acta 1974-11, Vol.57 (7), p.1904-1912
Hauptverfasser: Widmer, Jörg, Keller‐Schierlein, Walter
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container_end_page 1912
container_issue 7
container_start_page 1904
container_title Helvetica chimica acta
container_volume 57
creator Widmer, Jörg
Keller‐Schierlein, Walter
description t‐Butyl (E)‐O‐acetyl‐Δ2‐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 N5‐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.
doi_str_mv 10.1002/hlca.19740570703
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title Stoffwechselprodukte von Mikroorganismen. 139. Mitteilung. Synthesen in der Sideramin‐Reihe: Rhodotorulasäure und Dimerumsäure
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