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Notiz zur Synthese Eines Optisch Aktiven Ace‐Hemmers mit Amino‐oxo‐benzazepin‐1‐alkansäure‐Struktur mittels enantiokonvergierender kristallisationsinduzierter Racemat‐Trennung
Author(s) -
Boyer Stephen K.,
Pfund Rolland A.,
Portmann Robert E.,
Sedelmeier Gottfried H.,
Wetter Hansjürg F.
Publication year - 1988
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19880710205
Subject(s) - chemistry , racemization , benzazepine , enantiomer , enantioselective synthesis , stereochemistry , hydrochloride , optically active , organic chemistry , catalysis
Note on the Synthesis of an Optically Active ACE Inhibitor with Amino‐oxo‐benzazepine‐1‐alkanoic‐Acid Structure by Means of an Enantioconvergent Crystallization‐Based Resolution An enantioselective synthesis of the potent angiotensin‐converting enzyme inhibitor (1′ S ,3 S )‐3‐[(1′‐(ethoxy‐carbonyl)‐3′‐phenylpropyl)amino]‐2,3,4,5‐tetrahydro‐2‐oxo‐1 H ‐1‐benzazepine‐1‐acetic acid hydrochloride ( 3 ) is described which user a crystallization‐based resolution of a racemic amino intermediate with concomitant racemization of the unwanted enantiomer.