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Notiz zur Synthese Eines Optisch Aktiven Ace-Hemmers mit Amino-oxo-benzazepin-1-alkansäure-Struktur mittels enantiokonvergierender kristallisationsinduzierter Racemat-Trennung

✍ Scribed by Stephen K. Boyer; Rolland A. Pfund; Robert E. Portmann; Gottfried H. Sedelmeier; Hansjürg F. Wetter


Publisher
John Wiley and Sons
Year
1988
Tongue
German
Weight
433 KB
Volume
71
Category
Article
ISSN
0018-019X

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✦ Synopsis


Note on the Synthesis of an Optically Active ACE Inhibitor with Amino-0x0-henzazepine-1-alkanoic-Acid

Structure by Means of an Enantioconvergent Crystallization-Based Resolution

An enantioselective synthesis of the potent angiotensin-converting enzyme inhibitor (I'S,3S)-3-[( 1'-(ethoxycarbonyl)-3'-phenylpropyl)amino]-2,3,4,5-tetrahydro-2-0~0-1~~ I-benzazepine-I-acetic acid hydrochloride (3) is described which uses a crystallization-based resolution of a racemic amino intermediate with concomitant racemization ofthe unwanted enantiomer.