129891-66-3

Upstream product

• 129870-15-1 tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trityl-β-D-glucopyranoside 
• 138889-14-2 2-azido-3-O-benzyl-4,6-O-benzylidene-1-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-glucopyranose 
• 100-52-7 benzaldehyde 
• 13265-84-4 D-glucal 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 138923-10-1 2-azido-4,6-O-benzylidene-2-deoxyl-1-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 129870-14-0 3,4-di-O-benzyl-6-O-trityl-D-glucal 
• 99049-67-9 tert-Butyldimethylsilyl-2-azido-2-desoxy-β-D-glucopyranosid 
• 122350-80-5 1,5-anhydro-2-deoxy-6-O-trityl-D-arabino-hex-1-enitol 

Downstream Products

• 116102-90-0 tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trifluoromethanesulfonyl-β-D-glucopyranoside 
• 852371-69-8 Toluene-4-sulfonic acid (2R,3S,4R,5R,6S)-5-azido-3,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester 
• 852371-70-1 ((2S,3R,4R,5S,6S)-3-Azido-4,5-bis-benzyloxy-6-benzylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tert-butyl-dimethyl-silane 
• 852371-73-4 (1S,2R,3S,4S,5R,6S)-3-((2S,3R,4R,5S,6S)-3-Azido-4,5-bis-benzyloxy-6-benzylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-4,5,6-tris-benzyloxy-cyclohexane-1,2-diol 
• 116103-01-6 C₄₇H₆₉NO₁₂Si 
• 116103-00-5 tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-(4,5:7,8-di-O-cyclohexylidene-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-glucopyranoside 
• 116102-91-1 tert-butyldimethylsilyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-(4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-2-octulopyranosylonamide)-β-D-glucopyranoside 
• 116103-02-7 tert-butyldimethylsilyl 3,4-di-O-benzyl-2-deoxy-6-O-(methyl 4,5:7,8-di-O-cyclohexylidene-3-deoxy-α-D-manno-2-octulopyranosylonate)-2-tetradecanoylamino-β-D-glucopyranoside 
• 129891-71-0 1-O-acetyl-3,4-di-O-benzyl-2-deoxy-6-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-2-tetradecanoylamino-α-D-glucopyranose 
• 116128-71-3 tert-butyldimethylsilyl 2-azido-6-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-trifluoromethanesulfonyl-β-D-glucopyranosyl)-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 116128-72-4 tert-butyldimethylsilyl O-(4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-2-octulopyranosylonamide)-(2->6)-O-(2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->6)-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 129870-17-3 tert-butyldimethylsilyl 2-azido-6-O-(2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

One-Pot Protection Strategy of Glucosamine to Assemble Building Blocks of Chitosan and Lipid A

This investigation describes a one-pot reaction to prepare a series of building blocks for glycosylation reactions, such as 3-alcohol glucosamines, fully protected glucosamines, O-4 and O-6 alcohol glucosamines. These reactions readily produce not only gl

Formal Synthesis of Anticoagulant Drug Fondaparinux Sodium

The practical formal synthesis of the anticoagulant drug fondaparinux sodium 1 was accomplished using an optimized modular synthetic strategy. The important pentasaccharide 2, a precursor for the synthesis of fondaparinux sodium, was synthesized on a 10 g scale in 14 collective steps with 3.5% overall yield from well-functionalized monosaccharide building blocks. The strategy involved a convergent [3 + 2] coupling approach, with excellent stereoselectivity in every step of glycosylation from the monosaccharide building blocks. Efficient routes to the syntheses of these fully functionalized building blocks were developed, minimizing oligosaccharide stage functional-group modifications. The syntheses of all building blocks avoided rigorous reaction conditions and the use of expensive reagents. In addition, common intermediates and a series of one-pot reactions were employed to enhance synthetic efficiency, improving the yield considerably. In the monosaccharide-to-oligosaccharide assembly reactions, cheaper activators (e.g., NIS/TfOH, TESOTf, and TfOH) were used to facilitate highly efficient glycosylations. Furthermore, crystallization of several monosaccharide and oligosaccharide intermediates significantly simplified purification procedures, which would be greatly beneficial to the scalable synthesis of fondaparinux sodium.

Stereoselective synthesis of glycobiosyl phosphatidylinositol, a part structure of the glycosylphosphatidylinositol (GPI) anchor of Trypanosoma brucei

O-α-D-Mannopyranosyl-(1 -> 4)-O-2-amino-2-deoxy-α-D-glucopyranosyl-(1 -> 6)-1D-myo-inositol 1-(1,2-di-O-myristoyl-sn-glycer-3-yl hydrogen phosphate), a part structure of the glycosyl-phosphatidylinositol (GPI) anchor of Trypanosoma brucei, was synthesised

O-Alkylation at the anomeric centre for the stereoselective synthesis of Kdo-α-glycosides

O-Alkylation at the anomeric centre of the dianion of 4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-octulopyranosonamide (1) with several triflates led diastereoselectively to the α-glycosides.In this way, lipopolysaccharide building-blocks cont