Chemoenzymatic synthesis of the enantiomerically pure 1,2,3,4-tetrahydroquinoline moiety of the antithrombotic (21R)- and (21S)-argatroban
Articolo
Data di Pubblicazione:
2013
Citazione:
Chemoenzymatic synthesis of the enantiomerically pure 1,2,3,4-tetrahydroquinoline moiety of the antithrombotic (21R)- and (21S)-argatroban / P. Ferraboschi, S. Ciceri, P. Grisenti. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 24:18(2013), pp. 1142-1147. [10.1016/j.tetasy.2013.07.008]
Abstract:
he synthetic antithrombotic argatroban is a dipeptide between the nonproteogenic (2R,4R)-4-methyl-2-piperidine carboxylic acid and L-arginine, in turn bonded to a 3-methyltetrahydroquinoline sulfonyl group; the drug is usually prepared and administered as a mixture of C-21-diastereoisomers. By means of a biocatalytic transformation enantiomerically pure (R)- and (S)-synthons, suitable for the synthesis of separate (21R)- and (21S)- argatroban, were obtained.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
subtituted L-arginine; diels-alder reaction; thrombin inhibitors; diastreoselective synthesis; catalyzed hydrogenation; kinetic resolutions; amide derivates; argatroban; design; lipase
Elenco autori:
P. Ferraboschi, S. Ciceri, P. Grisenti
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