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A Scalable Total Synthesis of the Antitumor Agents Et‐743 and Lurbinectedin
Author(s) -
He Weiming,
Zhang Zhigao,
Ma Dawei
Publication year - 2019
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.201900035
Subject(s) - total synthesis , scalability , yield (engineering) , natural product , derivative (finance) , chemistry , tyrosine , product (mathematics) , combinatorial chemistry , computer science , stereochemistry , mathematics , physics , biochemistry , business , operating system , thermodynamics , finance , geometry
An efficient and scalable approach is described for the total synthesis of the marine natural product Et‐743 and its derivative lubinectedin, which are valuable antitumor compounds. The method delivers 1.6 % overall yield in 26 total steps from Cbz‐protected ( S )‐tyrosine. It features the use of a common advanced intermediate to create the right and left parts of these compounds, and a light‐mediated remote C−H bond activation to assemble a benzo[1,3]dioxole‐containing intermediate.