Results 161 to 170 of about 3,850 (205)

Synthesis of l-altro-1-Deoxynojirimycin, d-allo-1-Deoxynojirimycin, and d-galacto-1-Deoxynojirimycin from a Single Chiral Cyanohydrin

Organic Letters, 2010
The chemoenzymatic synthesis of three 1-deoxynojirimycin-type iminosugars is reported. Key steps in the synthetic scheme include a Dibal reduction-transimination-sodium borohydride reduction cascade of reactions on an enantiomerically pure cyanohydrin, itself prepared employing almond hydroxynitrile lyase (paHNL) as the common precursor.
van den Nieuwendijk, Adrianus M. C. H., Ruben, Mark, Engelsma, Sander E., Risseeuw, Martijn D. P., van den Berg, Richard J. B. H. N., Boot, Rolf G., Aerts, Johannes M., Brussee, Johannes, van der Marel, Gijs A., Overkleeft, Herman S.   +9 more
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Asymmetric synthesis of (+)-1-deoxynojirimycin

Tetrahedron Letters, 1998
Abstract An asymmetric synthesis of (+)-1-deoxynojirimycin ( 1 ) in 14 steps starting from diene ( 5 ) is described. The key transformations in the sequence are a Sharpless dihydroxylation and epoxidation followed by a regio- and stereoselective aminolysis of vinyl epoxide 11 to give piperidine 12 .
Ulf M. Lindström, Peter Somfai
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The chemistry of the 1-deoxynojirimycin system. Synthesis of 2-acetamido-1,2-dideoxynojirimycin from 1-deoxynojirimycin

Carbohydrate Research, 1987
The synthesis of 2-acetamido-1,2-dideoxynojirimycin (2-acetamido-1,2,5-tri-deoxy-1,5-imino-D-glucitol) by a double inversion procedure starting from 1-deoxynojirimycin is reported. The key intermediates were the selectively protected N-benzyl-1,5-dideoxy-1,5-imino-4,6-O-isopropylidene-D-mannitol, the triflate ester N-benzyl-3-O-benzyl-1,5-dideoxy-1,5 ...
H, Böshagen, F R, Heiker, A M, Schüller   +2 more
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Lipophilic prodrugs of 1-deoxynojirimycin derivatives

Tetrahedron Letters, 2000
Abstract We report a new synthesis of Miglitol, and its conversion to a lipophilic prodrug. The same procedure permits the preparation of a prodrug of 1-desoxynojirimycin and probably of other 1-deoxynojirimycin derivatives.
Sandra Fouace, Michel Therisod
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Synthesis of Somatostatin Mimetics Based on 1‐Deoxynojirimycin

ChemMedChem, 2008
AbstractThe synthesis of novel somatostatin mimetics from 1‐deoxynojirimycin (DNJ) is described. The dipeptide mimetic, which respectively displayed the side chains of tryptophan and lysine at the nitrogen and O6 atoms of the iminosugar scaffold is a ligand (Ki=3.2 μM) for the human somatostatin receptor subtype 4 (hSSTR4) but has lower affinity (Ki>
Vincent, Chagnault, Jérôme, Lalot, Paul V, Murphy   +2 more
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Stereocontrolled Total Synthesis of (+)‐1‐Deoxynojirimycin

European Journal of Organic Chemistry, 2009
AbstractA highly efficient non‐chiral‐pool synthesis of (+)‐1‐deoxynojirimycin has been realized (24 % overall yield, 11 steps, complete stereocontrol). A novel one‐pot enol ether metathesis/hydroboration/oxidation sequence is used for the selective formation of the all‐trans cyclic triol. (© Wiley‐VCH Verlag GmbH & Co.
Danoun, Grégory, Ceccon, Julien, Greene, Andrew E., Poisson, Jean-François   +3 more
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Asymmetric synthesis of (+)-1-deoxynojirimycin and (+)-castanospermine

Tetrahedron, 2003
Asymmetric total syntheses of (+)-1-deoxynojirimycin (1) and (+)-castanospermine (2) are described. Starting from diene 3, the required absolute stereochemistry is introduced by an asymmetric hydroxylation followed by epoxidation. An intramolecular cyclization of amine 17 gives access to the corresponding tetrasubstituted piperidine 18, which is a ...
Peter Somfai, Patrice Marchand, Staffan Torsell, Ulf M Lindström   +3 more
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ChemInform Abstract: Asymmetric Synthesis of (+)‐1‐Deoxynojirimycin.

ChemInform, 1998
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
U. M. LINDSTROEM, P. SOMFAI
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Stereoselective Synthesis of D-1-Deoxynojirimycin and Its Stereoisomers

HETEROCYCLES, 2007
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
In Su Kim, Ho Young Lee, Young Hoon Jung
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Effects of tunicamycin, N-methyl-1-deoxynojirimycin, and manno-1-deoxynojirimycin on the biosynthesis of lactosaminoglycans in F9 teratocarcinoma cells

Carbohydrate Research, 1986
F9 teratocarcinoma cells were incubated with D-[2-3H]mannose or D-[6-3H]galactose, and the labeled glycopeptides obtained after exhaustive digestion by pronase were fractionated on Bio-Gel P-6 before and after treatment by endo-beta-N-acetylglucosaminidase H.
P A, Romero, A, Herscovics
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