A Synthesis of Oseltamivir (Tamiflu) Starting from d-Mannitol

A Synthesis of Oseltamivir (Tamiflu) Starting from d-Mannitol

A synthesis of oseltamivir (Tamiflu) was achieved starting from D-mannitol. A unique feature of the synthetic route is that an acyclic precursor was constructed, which was then cyclized in an intramolecular aldol reaction to form the Tamiflu skeleton. Throughout the synthesis, well-established, high...

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Veröffentlicht in:Journal of organic chemistry 2010-10, Vol.75 (20), p.7006-7009
Hauptverfasser: Ko, Ji S, Keum, Ji E, Ko, Soo Y
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Mannitol - chemistry
Molecular Conformation
Organic chemistry
Oseltamivir - chemical synthesis
Oseltamivir - chemistry
Preparations and properties
Stereoisomerism
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Zusammenfassung:A synthesis of oseltamivir (Tamiflu) was achieved starting from D-mannitol. A unique feature of the synthetic route is that an acyclic precursor was constructed, which was then cyclized in an intramolecular aldol reaction to form the Tamiflu skeleton. Throughout the synthesis, well-established, highly efficient reactions were employed, and no protection/deprotection sequence was needed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo101517g