852616-64-9Relevant articles and documents
Design, synthesis and biological evaluation of isoxazole-based CK1 inhibitors modified with chiral pyrrolidine scaffolds
Luxenburger, Andreas,Schmidt, Dorian,Ianes, Chiara,Pichlo, Christian,Krüger, Marc,von Drathen, Thorsten,Brunstein, Elena,Gainsford, Graeme J.,Baumann, Ulrich,Knippschild, Uwe,Peifer, Christian
, (2019/03/19)
In this study, we report on the modification of a 3,4-diaryl-isoxazole-based CK1 inhibitor with chiral pyrrolidine scaffolds to develop potent and selective CK1 inhibitors. The pharmacophore of the lead structure was extended towards the ribose pocket of
Enantioselective synthesis of hydroxylated pyrrolidines via Sharpless epoxidation and olefin metathesis
Murruzzu, Caterina,Riera, Antoni
, p. 149 - 154 (2007/10/03)
The enantioselective synthesis of polyhydroxylated pyrrolidines from enantiomerically pure 2,3-epoxy-pent-4-en-1-ol 5 is described herein. The epoxy alcohol, readily available in any configuration by Sharpless epoxidation, was submitted to regioselective C-3 ring-opening with allyl amine, Boc-protection and ring-closing metathesis to yield dehydropyrrole derivative 7. From this key intermediate, 1,4-dideoxy-1,4-imino-d-ribitol (+)-3 and 1,4-dideoxy-1,4-imino-d-allitol (+)-4 were prepared in high yields. The enantiomers of these compounds can be obtained by the same sequence starting from an epoxy alcohol with the opposite configuration.
Synthesis of 3′-deoxy-3′-difluoromethyl azanucleosides from trans-4-hydroxy-L-proline
Qiu, Xiao-Long,Qing, Feng-Ling
, p. 3826 - 3837 (2007/10/03)
Two strategies were tried to synthesize 3′-deoxy-3′- difluoromethyl azanucleosides. After the failure of the first route, the key intermediate 12 from trans-4-hydroxyproline 7 in 8 steps was stereoselectively prepared. The alcohol 12 was subjected to sele
