122194-04-1Relevant articles and documents
Looking glass inhibitors: Efficient synthesis and biological evaluation of D-deoxyfuconojirimycin
Bleriot, Yves,Gretzke, Dirk,Kruelle, Thomas M.,Butters, Terry D.,Dwek, Raymond A.,Nash, Robert J.,Asano, Naoki,Fleet, George W.J.
, p. 2713 - 2718 (2005)
1,6-Dideoxygalactostatin, the mirror image of 1-deoxy-L-fuconojirimycin, was efficiently prepared from 2,3-O-isopropylidene-L-lyxonolactone in four steps and evaluated as a glycosidase inhibitor.
Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives
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, (2008/06/13)
Novel intermediates and method for the chemical synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives are provided. A preferred intermediate is 1,5-dideoxy-1,5-imino-3, 4-O-isopropylidene-L-fucitol which is used to prepare the HIV inhibitor 1,5-dideoxy-1,5-imino-[N-ω-methyl caproate]-L-fucitol. These compounds are prepared in a short synthesis from the known compound 2,3-O-isopropylidene-D-lyxono-1,4-lactone or in a multi-step synthesis from D-galactose.
Short efficient synthesis of the α-L-fucosidase inhibitor, deoxyfuconojirimycin [1,5-dideoxy-1,5-imino-l-fucitol] from d-lyxonolactone
Fleet, George W. J.,Petursson, Sigthor,Campbell, Arthur L.,Mueller, Richard A.,Behling, James R.,Babiak, Kevin A.,Ng, John S.,Scaros, Mike G.
, p. 665 - 666 (2007/10/02)
The only protection required in a five-step synthesis of the α-L-fucosidase inhibitor, deoxyfuconojirimycin [1,5-dideoxy-1,5-imino-L- fucitol] from D-lyxonolactone, a readily available chiral pool material, is a single isopropylidene group.