Preparation of 4- and 6-desphenyl analogues of (-)-clausenamide and alternative synthesis of (+)-epi-clausenamide
4- and 6-desphenyl analogues of (-)-clausenamide, 6 and 7, were prepared in optical active form from commercially available d-pyroglutamic acid and the known racemic pyrrolidinone 13, respectively. In order to confirm the absolute stereochemistry of (+)-
Xue, Jian Jun,Zhou, Yu Mei,Yu, Xiao Ming
p. 1261 - 1264
(2012/01/06)
Process for the preparation of gamma-butyrolactams
A process for the preparation of a C(3)-C(4)-transconfigurated γ-butyrolactam of the formula (I) STR1 in which R1 represents hydrogen or alkyl, aryl or aralkyl with in each case up to 10 carbon atoms and R2 and R3 are iden
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(2008/06/13)
Process for the preparation of clausenamide
A new synthetic route to clausenamide having the formula STR1 has been found. It has been found that a compound of the formula STR2 can be oxidized to provide the stereochemically correctly configured product, clasuenamide. A number of new compounds usefu
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(2008/06/13)
Diastereoselective and Enantioselective Total Synthesis of the Hepatoprotective Agent Clausenamide
The diastereoselective total synthesis of the naturally ocurring hepatoprotective agent clausenamide (3-hydroxy-5-(α-hydroxybenzyl)-1-methyl-4-phenylpyrrolidin-2-one) is described, starting from ethyl cinnamate and diethyl acetamidomalonate.The enantioselective total synthesis of optically pure (+)-clausenamide is presented.The synthesis is based on a novel method for the preparation of optically pure (2S,3S)-3-phenylglutamic acid.
Hartwig, Wolfgang,Born, Liborius
p. 4352 - 4358
(2007/10/02)
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