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Total Synthesis and Reassessment of the Phosphatase‐Inhibitory Activity of the Antitumor Agent TMC‐69‐6H
Author(s) -
Fürstner Alois,
Feyen Fabian,
Prinz Heino,
Waldmann Herbert
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200352268
Subject(s) - enantiopure drug , selectivity , chemistry , derivative (finance) , stereochemistry , phosphatase , total synthesis , combinatorial chemistry , biochemistry , enzyme , catalysis , enantioselective synthesis , financial economics , economics
The unexpected selectivity profile of (17 R )‐ and (17 S )‐TMC‐69‐6H (see formula) suggests that N ‐hydroxypyridone derivatives constitute a promising new lead structure in the search for selective phosphatase inhibitors. An unprecedented Pd‐catalyzed CC bond formation to a pyranone derivative was a key step in the synthesis of enantiopure (17 R )‐ and (17 S )‐TMC‐69‐6H.