Recueil des Travaux Chimiques des Pays-Bas p. 571 - 576 (1987)
Update date:2022-07-29
Topics:
Broxterman, H. J. G.
Marel, G. A. van der
Neefjes, J. J.
Ploegh, H. L.
Boom, J. H. van
The easy accessible 1,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose was converted in six steps into 1,2-O-isopropylidene-3,6-di-O-benzyl-5-deoxy-5-azido-α-D-glucofuranose.The latter afforded, after acidolysis followed by hydrogenolysis, 1-deoxynojirimicine and a small quantity of 1-deoxymannonojirimicine.The antibiotic thus obtained had an inhibitory effect on the trimming of N-linked carbohydrates in IgM.
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Doi:10.1246/bcsj.49.3558
(1976)Doi:10.1080/00397911.2016.1194997
(2016)Doi:10.1080/10426500701693420
(2008)Doi:10.1080/10426500801968011
(2008)Doi:10.1002/jps.2600770521
(1988)Doi:10.1007/BF00479380
(1987)