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Formal Synthesis of Fesoterodine by Acid-Facilitated Aromatic Alkylation

Title
Formal Synthesis of Fesoterodine by Acid-Facilitated Aromatic Alkylation
Author
이학준
Keywords
Electrophilic aromatic substitution; Chiral resolution; Reduction; Acylation; Sulfonation
Issue Date
2015-12
Publisher
KOREAN CHEMICAL SOC
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v. 36, NO 12, Page. 2885-2889
Abstract
The competitive muscarinic receptor antagonist fesoterodine is a congener of tolterodine and has better efficiency compared to tolterodine. In this study, we present an efficient synthesis of the fesoterodine intermediate 3-(3-diisopropylamino-1-phenylpropyl)-4-hydroxybenzaldehyde from ethyl benzoylacetate by Friedel-Crafts alkylation in the presence of an acid as a key reaction step. The synthesis is carried out by the reduction of the ketoester to a 1,3-diol, diisopropylamine substitution, and Friedel-Crafts alkylation, followed by reduction and chiral resolution.
URI
http://onlinelibrary.wiley.com/doi/10.1002/bkcs.10592/abstracthttp://hdl.handle.net/20.500.11754/30132
ISSN
0253-2964; 1229-5949
DOI
10.1002/bkcs.10592
Appears in Collections:
GRADUATE SCHOOL[S](대학원) > BIONANOTECHNOLOGY(바이오나노학과) > Articles
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