236751-52-3Relevant articles and documents
First enantiospecific synthesis of a 3,4-dihydroxy-L-glutamic acid [(3S,4S)-DHGA], a new mGluR1 agonist
Dauban, Philippe,De Saint-Fuscien, Carole,Acher, Francine,Prezeau, Laurent,Brabet, Isabelle,Pin, Jean-Philippe,Dodd, Robert H.
, p. 129 - 133 (2000)
The first synthesis of one of the 4 possible stereoisomers of 3,4- dihydroxy-L-glutamic acid ((3S,4S)-DHGA 3), a natural product of unknown configuration, is described. The synthesis is based on the Lewis acid catalyzed reaction of benzyl alcohol with a D
Synthesis and reactions of a novel 3,4-didehydropyroglutamate derivative
Oba, Makoto,Nishiyama, Naohiro,Nishiyama, Kozaburo
, p. 776 - 777 (2007/10/03)
Some reactions such as catalytic hydrogenation, Diels-Alder reaction, cyclopropanation, dihydroxylation, and Michael addition of a novel 3,4-didehydropyroglutamate derivative, in which the carboxylic group is protected as an ABO ester, are examined and found to take place in a stereospecific manner giving 3- and/or 4-substituted pyroglutamate derivatives without loss of enantiomeric purity at the α-position.
A concise diastereoselective synthesis of (2S,3S,4R)-3,4-dihydroxyglutamic acid
Oba, Makoto,Koguchi, Shinichi,Nishiyama, Kozaburo
, p. 5901 - 5902 (2007/10/03)
A concise diastereoselective synthesis of (2S,3S,4R)-3,4-dihydroxyglutamic acid, one of eight possible stereoisomers of 3,4-dihydroxyglutamic acids, is described. The key reaction in this synthesis is stereoselective cyanation of an optically active N-acyliminium intermediate derived from L-tartaric acid with tributyltin cyanide.