Synthetic Studies on β-Lactam Antibiotics. XIV. Synthesis of 7H-Azeto [1, 2-a] thieno [2, 3-c] pyridine Derivatives

Synthetic Studies on β-Lactam Antibiotics. XIV. Synthesis of 7H-Azeto [1, 2-a] thieno [2, 3-c] pyridine Derivatives

Cycloaddition of the 4, 5-dihydrothieno [2, 3-c] pyridine (6) and phthalimidoacetyl chloride gave a novel tricyclic β-lactam, methyl 4, 5, 8, 8a-tetrahydro-7-oxo-8-phthalimido-7H-azeto [1, 2-a] thieno [2, 3-c] pyridine-5-carboxylate (7). On deprotection followed by acylation, this gave the 8-acylami...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1980/04/25, Vol.28(4), pp.1196-1199
Hauptverfasser: KAMETANI, TETSUJI, KIGASAWA, KAZUO, HIIRAGI, MINEHARU, WAKISAKA, KIKUO, SUGI, HIDEO, TANIGAWA, KEIZO
Format: Artikel
Sprache:eng
Schlagworte:
β-lactam antibiotics
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Zusammenfassung:Cycloaddition of the 4, 5-dihydrothieno [2, 3-c] pyridine (6) and phthalimidoacetyl chloride gave a novel tricyclic β-lactam, methyl 4, 5, 8, 8a-tetrahydro-7-oxo-8-phthalimido-7H-azeto [1, 2-a] thieno [2, 3-c] pyridine-5-carboxylate (7). On deprotection followed by acylation, this gave the 8-acylamino derivatives 9 and 10.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.28.1196