Synthesis of Angiotensin II Receptor Blockers by Means of a Catalytic System for C–H Activation

A highly efficient catalytic system for C–H activation has been worked out that involves inexpensive RuCl3·xH2O and a specific amount of PPh3. This procedure has been successfully applied to a practical synthesis of angiotensin II receptor blockers (ARBs). The residual ruthenium that existed in the...

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Veröffentlicht in:	Journal of organic chemistry 2011-12, Vol.76 (24), p.10198-10206
Hauptverfasser:	Seki, Masahiko, Nagahama, Masaki
Format:	Artikel
Sprache:	eng
Schlagworte:	Angiotensin Receptor Antagonists - chemical synthesis Antihypertensive Agents - chemical synthesis Biphenyl Compounds - chemistry Catalysis Chelating Agents - chemistry Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Humans Losartan - chemical synthesis Magnetic Resonance Spectroscopy Organic chemistry Organometalloidal and organometallic compounds P derivatives Peptides Preparations and properties Ruthenium Tetrazoles - chemical synthesis Tetrazolium Salts - chemical synthesis Valine - analogs & derivatives Valine - chemical synthesis Valsartan
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Beschreibung
Zusammenfassung:	A highly efficient catalytic system for C–H activation has been worked out that involves inexpensive RuCl3·xH2O and a specific amount of PPh3. This procedure has been successfully applied to a practical synthesis of angiotensin II receptor blockers (ARBs). The residual ruthenium that existed in the reaction mixture was thoroughly removed by treatment with properly selected metal scavengers. The new process permits ready access to the important class of drugs in a highly atom-economical and sustainable manner.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo202041e