93000-10-3Relevant academic research and scientific papers
Preparation method of fondaparinux sodium monosaccharide intermediate
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Paragraph 0045; 0046; 0049-0050; 0055; 0058-0059; 0064; 0067, (2019/03/06)
The invention discloses a preparation method of a fondaparinux sodium monosaccharide intermediate. The preparation method includes using methyl glucose protected by C4 and C6 positions as a raw material to obtain methyl 3-O-benzyl-4,6-O-benzylidene-2-(ben
Regioselective sulfamoylation at low temperature enables concise syntheses of putative small molecule inhibitors of sulfatases
Miller, Duncan C.,Carbain, Benoit,Beale, Gary S.,Alhasan, Sari F.,Reeves, Helen L.,Baisch, Ulrich,Newell, David R.,Golding, Bernard T.,Griffin, Roger J.
, p. 5279 - 5284 (2015/05/13)
Regioselective sulfamoylation of primary hydroxyl groups enabled a 5-step synthesis (overall yield 17%) of the first reported small molecule inhibitor of sulfatase-1 and 2, ((2S,3R,4R,5S,6R)-4,5-dihydroxy-2-methoxy-6-((sulfamoyloxy)methyl)tetrahydro-2H-pyran-3-yl)sulfamic acid, which obviated the use of hydroxyl protecting groups and is a marked improvement on the reported 9-step synthesis (overall yield 9%) employing hazardous trifluoromethylsulfonyl azide. The sulfamoylation methodology was used to prepare a range of derivatives of 1, and inhibition data was generated for Sulf-2, ARSA and ARSB.
Adverse effects of alkali and acid on the anticoagulant potency of heparin, evaluated with methyl 2-deoxy-2-sulfamino-α-D-glucopyranoside 3-sulfate as a model compound
Liu, Zhengchun,Perlin, Arthur S.
, p. 29 - 36 (2007/10/02)
A variety of chemical modifications can induce a reduction in the anticoagulant activity of heparin.Among such modifications are the removal in alkaline solution of the 2-O-sulfonate group of α-L-idopyranosyluronic acid 2-sulfate residues (1) and, in a we
SYNTHETIC METHODS FOR THE PREPARATION OF BASIC D- AND L-PSEUDO-SUGARS. SYNTHESIS OF CARBOCYCLIC ANALOGUES OF N-ACETYL-MURAMYL-L-ALANYL-D-ISOGLUTAMINE (MDP)
Barton, Derek H. R.,Augy-Dorey, S.,Camara, J.,Dalko, P.,Delaumeny, J. M.,et al.
, p. 215 - 230 (2007/10/02)
Two exocyclic olefins 10 and 22, readily elaborated from D-glucosamine, have been transformed by Ferrier rearrangement reaction into aminocyclohexanones 11, 12 and 23, 24.Reduction of ketone 11 with tri-t-butoxy-aluminium hydride followed by sequential ac
