134206-11-4Relevant academic research and scientific papers
Addition of enantiomerically pure amines to activated olefines II. On the addition to ethyl (E)-4-oxo-4-phenyl-2-butenoate
Knollmüller, Max,Ferencic, Mathias,G?rtner, Peter,Girreser, Ulrich,Klinge, Michael,Gaischin, Larissa,Mereiter, Kurt,Noe, Christian R.
, p. 769 - 782 (1999)
The addition of (S)-phenethylamine to ethyl (E)-4-oxo-4-phenyl-2-butenoate shows no kinetic selectivity, whereas - according to the b,pl,H-rule the AB-and BB-product are kinetically preferred in the addition of (S)-alanine-isopropylester and -benzylester,
Synthesis of a highly active angiotensin converting enzyme inhibitor: 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S)-2-azabicyc lo[3.3.0]octane-3-carboxylic acid (Hoe 498)
Teetz,Geiger,Henning,Urbach
, p. 1399 - 1401 (2007/10/02)
The convergent, diastereoselective synthesis of 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S)-2-azabicyc lo[3.3.0]octane-3-carboxylic acid (Hoe 498), a new ACE-inhibitor with improved bioavailability and pharmacokinetics, is described.
A FAVOURABLE DIASTEREOSELECTIVE SYNTHESIS OF N-(1-S-ETHOXYCARBONYL-3-PHENYLPROPYL)-S-ALANINE
Urbach, H.,Henning, R.
, p. 1143 - 1146 (2007/10/02)
N-(1-S-Ethoxycarbonyl-3-phenylpropyl)-S-alanine is prepared by Michael addition of S-alaninebenzylester to ethyl-4-oxo-4-phenyl-2-butenoate in a regio- and diastereoselective fashion and subsequent catalytic hydrogenolysis.
