77124-15-3Relevant articles and documents
A new chemoenzymatic synthesis of the chiral Key intermediate of the antiepileptic Brivaracetam
Ciceri, Samuele,Grisenti, Paride,Elahi, Shahrzad Reza,Ferraboschi, Patrizia
, (2018/09/10)
Brivaracetam is a new anticonvulsant compound, recently approved as an antiepileptic drug. This drug substance presents a 4-substituted pyrrolidone structure: the (4R)-configuration of the stereocenter present on the heterocyclic ring is the main target of the synthesis. The described method allows to prepare the suitable optically pure 2-substituted primary alcohol by means of a Pseudomonas fluorescens lipase-catalyzed transesterification. The obtained (2R)-alcohol was easily transformed into the (3R)-3-propylbutyrolactone, an advanced intermediate of brivaracetam. The described synthetic pathway is completed with the chromatographic methods and the NMR analyses necessary to establish the chemical and the optical purity of the intermediates and of the final lactone.
Highly enantioselective construction of the α-chiral center of amides via iridium-catalyzed hydrogenation of α,β-unsaturated amides
Lu, Wei-Jing,Hou, Xue-Long
supporting information; experimental part, p. 1224 - 1228 (2009/12/06)
The chiral center at the a-position of amides is installed in excellent enantioselectivity via the iridium-catalyzed asymmetric hydrogenation of αβ-unsaturated amides under mild conditions. Even aliphatic amides are suitable substrates. The presence of a
The reaction of dialkoxytitanacyclopropanes and dialkoxytitanacyclopropenes with carbon dioxide
Six, Yvan
, p. 1159 - 1160 (2007/10/03)
Dialkoxytitanacyclopropanes and dialkoxytitanacyclopropenes react with one molecule of carbon dioxide to afford diversely substituted carboxylic acids after hydrolysis.