Selective Phenol Alkylation: An Improved Preparation of Efaproxiral

An improved, two-step synthesis of efaproxiral, used in breast cancer therapy, is described, utilizing inexpensive commodity chemicals for starting materials. Selective amide formation and O-alkylation in the presence of multireactive functional groups is demonstrated, thus avoiding protection/depro...

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Bibliographic Details
Published in:Synthetic communications 2006-06, Vol.36 (15), p.2129-2133
Main Authors: Anderson, Joanne E., Davis, Roman, Fitzgerald, Russ N., Haberman, Jannine M.
Format: Article
Language:English
Subjects:
2-bromo-2-methylpropanoic acid
Bargellini reaction
efaproxiral
selective alkylation
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Summary:An improved, two-step synthesis of efaproxiral, used in breast cancer therapy, is described, utilizing inexpensive commodity chemicals for starting materials. Selective amide formation and O-alkylation in the presence of multireactive functional groups is demonstrated, thus avoiding protection/deprotection steps.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397910600636527