Studies on Antiviral Agents. III. Synthesis of Tenuazonic Acid Derivatives

Studies on Antiviral Agents. III. Synthesis of Tenuazonic Acid Derivatives

Tenuazonic acid derivatives were synthesized from amino acid esters by N-acetoacetylation with diketene followed by cyclization with sodium alkoxides. Some L-amino acid produced a small amount of DL-compounds in this process. N-Acetoacetyl group of diethyl aspartate cyclized to the α-ester group to...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1967/08/25, Vol.15(8), pp.1107-1111
Hauptverfasser: Yuki, Hidetaka, Tohira, Yasuo, Aoki, Bunya, Kano, Tokio, Takama, Shinichi, Yamazaki, Tsuyoshi
Format: Artikel
Sprache:eng
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Zusammenfassung:Tenuazonic acid derivatives were synthesized from amino acid esters by N-acetoacetylation with diketene followed by cyclization with sodium alkoxides. Some L-amino acid produced a small amount of DL-compounds in this process. N-Acetoacetyl group of diethyl aspartate cyclized to the α-ester group to form five-membered ring compound selectively. These compounds were condensed with carbonyl reagents.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.15.1107