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Synthesis of a highly active angiotensin converting enzyme inhibitor: 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S)-2- azabicyclo[3.3.0]octane-3-carboxylic acid (Hoe 498).
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1984
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Improved BioavailabilityPharmacotherapyHeterocycle ChemistryPharmaceutical ChemistryMolecular PharmacologyMedicinal ChemistryInhibitory ActivityBiochemistryDrug DevelopmentActive AngiotensinPharmacologyNatural Product SynthesisBiomolecular EngineeringNew Ace-inhibitorNatural SciencesMedicine-2- AzabicycloHoe 498Drug Discovery
The convergent, diastereoselective synthesis of 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S)-2- azabicyclo[3.3.0]octane-3-carboxylic acid (Hoe acid (Hoe 498), a new ACE-inhibitor with improved bioavailability and pharmacokinetics, is described.