A facile route to paclitaxel C-10 carbamates

A facile route to paclitaxel C-10 carbamates

A general protocol for the synthesis of paclitaxel C-10 carbamates is described. The method entails MeI-mediated activation of 2′-O-TBS-7-O-TES-10-O-deacetyl-paclitaxel-10-O-carbonylimidazole prior to reaction with amines. This method is effective for the synthesis of paclitaxel C-10 derivatives, in...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2005-05, Vol.15 (10), p.2477-2480
Hauptverfasser: Ballatore, Carlo, Aspland, Simon E., Castillo, Rosario, Desharnais, Joel, Eustaquio, Trisha, Sun, Chengzao, Castellino, Angelo J., Smith, Amos B.
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds, terpenoids, prostaglandins, steroids
Carbamates - chemistry
Chemistry
Exact sciences and technology
Organic chemistry
Paclitaxel - chemical synthesis
Preparations and properties
Terpenoids
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Zusammenfassung:A general protocol for the synthesis of paclitaxel C-10 carbamates is described. The method entails MeI-mediated activation of 2′-O-TBS-7-O-TES-10-O-deacetyl-paclitaxel-10-O-carbonylimidazole prior to reaction with amines. This method is effective for the synthesis of paclitaxel C-10 derivatives, including bifunctional molecules. A general protocol for the synthesis of paclitaxel C-10 carbamates is described. The method entails MeI-mediated activation of 2′-O-TBS-7-O-TES-10-O-deacetyl-paclitaxel-10-O-carbonylimidazole prior to reaction with amines. This method is effective for the synthesis of paclitaxel C-10 derivatives, including bifunctional molecules.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2005.03.072