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Asymmetrische Synthese von L ‐γ‐Carboxyglutaminsäure‐Derivaten
Author(s) -
Oppliger Max,
Schwyzer Robert
Publication year - 1977
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.19770600107
Subject(s) - chemistry , benzylamine , yield (engineering) , strecker amino acid synthesis , malonate , stereochemistry , medicinal chemistry , organic chemistry , enantioselective synthesis , catalysis , materials science , metallurgy
Asymmetric synthesis of L ‐γ‐carboxyglutamic acid derivatives A modified Strecker synthesis according to Patel & Worsley was used to prepare γ,γ′‐di‐ t ‐butyl L (−)‐N‐phthaloyl‐γ‐carboxyglutamate with almost 100% optical purity and an overall yield of about 10% relative to di‐ t ‐butyl malonate, or 20% relative to (−)‐α‐methyl‐benzylamine (s. Scheme ).
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