EventsThe 14th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 14th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2010
Citation
J. Gonda, M. Martinková, D. Maliňák, Preparation of (5S)-5-C-methyl-β-L-lyxo-hexofuranose derivative as(+)-lactacystin precursors, in Proceedings of The 14th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2010, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-14-00420
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Preparation of (5S)-5-C-methyl-β-L-lyxo-hexofuranose derivative as(+)-lactacystin precursors

J. Gonda 1
M. Martinková 1
D. Maliňák 1
1. Department of Organic Chemistry, Institute of Chemical Science, Faculty of Science, P.J. Šafárik University in Košice, Moyzesova 11., 040 67, Košice, Slovakia
Abstract
We present here the preparation of the precursor for stereoselective synthesis of (+)-lactacystin starting from D-glucose. The first step is conversion of D-glucose to 1,2:5,6-di-O-isopropylidene-α-D-gulofuranose. The second step is introduction of a methyl group at C5 and preparation of compound 9. This compound can be used as a precursor of target molecule of (+)-lactacystin
Keywords
Lactacystin
Asymetric synthesis
Proteasome inhibitor
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