Total Synthesis of the Ethyl Ester of the Major Urinary Metabolite of Prostaglandin E2

Total Synthesis of the Ethyl Ester of the Major Urinary Metabolite of Prostaglandin E2

The preparation of the ethyl ester of the major urinary metabolite of prostaglandin E2 3 is described. The key step is the kinetic opening of the TBS-protected bicyclic ketone 7 with thiophenol.

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Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2002-03, Vol.67 (5), p.1607-1612
Hauptverfasser: Taber, Douglass F, Teng, Dawei
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
Prostaglandins
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Beschreibung
Zusammenfassung:The preparation of the ethyl ester of the major urinary metabolite of prostaglandin E2 3 is described. The key step is the kinetic opening of the TBS-protected bicyclic ketone 7 with thiophenol.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo011017i