23345-80-4

Upstream product

• 35085-26-8 3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose aldehyde 
• 35085-25-7 3-azido-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose 
• 87-72-9 D-Xylose 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 1001085-19-3 3-azido-3-deoxy-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-D-ribofuranose 
• 492-62-6 alpha-D-glucopyranose 
• 143631-65-6 3-azido-3-deoxy-1,2-O-isopropylidene-α-L-talofuranose 
• 114861-16-4 Trifluoro-methanesulfonic acid (3aR,5R,6S,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 114861-14-2 1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 55951-93-4 1,2:5,6-di-O-isopropylidene-3-O-triflyl-α-D-glucofuranose 
• 21870-78-0 3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 216976-56-6 ((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane 

Downstream Products

• 216976-62-4 3-azido-5-O-(4-phenylbenzyl)-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 
• 216976-57-7 3-azido-3-deoxy-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 91363-90-5 ((3aR,5S,6R,6aR)-6-azido-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate 
• 133048-88-1 (2S,3R,4S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxymethyl)-oxetane-2-carboxylic acid methyl ester 
• 133048-86-9 (3S,4S,5S)-4-Azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-dihydro-furan-2-one 
• 133048-87-0 (3R,4S,5S)-4-Azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-dihydro-furan-2-one 
• 133048-91-6 Trifluoro-methanesulfonic acid (3S,4R,5S)-4-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl ester 
• 133048-93-8 Trifluoro-methanesulfonic acid (3R,4R,5S)-4-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl ester 
• 216976-72-6 Benzoic acid (2R,3R,4R,5S)-4-azido-2-(6-chloro-purin-9-yl)-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester 
• 216976-71-5 Benzoic acid (3R,4R,5S)-4-azido-2-methoxy-5-methoxycarbonyloxymethyl-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Orthogonally Protected Furanoid Sugar Diamino Acids for Solid-Phase Synthesis of Oligosaccharide Mimetics

Sugar diamino acids (SDAs), which differ from the widely used sugar amino acids in the presence of a second amino group connected to the carbohydrate core, share structural features of both amino acids and carbohydrates. They can be used for the preparati

An eco-compatible strategy for the diversity-oriented synthesis of macrocycles exploiting carbohydrate-derived building blocks

An efficient, eco-compatible diversity-oriented synthesis (DOS) approach for the generation of library of sugar embedded macrocyclic compounds with various ring size containing 1,2,3-triazole has been developed. This concise strategy involves the iterative use of readily available sugar-derived alkyne/azide-alkene building blocks coupled through copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction followed by pairing of the linear cyclo-adduct using greener reaction conditions. The eco-compatibility, mild reaction conditions, greener solvents, easy purification and avoidance of hazards and toxic solvents are advantages of this protocol to access this important structural class. The diversity of the macrocycles synthesized (in total we have synthesized 13 macrocycles) using a set of standard reaction protocols demonstrate the potential of the new eco-compatible approach for the macrocyclic library generation.

Towards the synthesis of sulfonamide-based RNA mimetics

The scalable, divergent synthesis of all four monomers required for the preparation of sulfonamide-based RNA mimetics is described. Such mimetics may combine excellent mimicry of the parent RNA with enhanced (bio)chemical robustness and convenient oligome

Modular furanoside phosphite-phosphoroamidites, a readily available ligand library for asymmetric palladium-catalyzed allylic substitution reactions. Origin of enantioselectivity

A library of furanoside phosphite-phosphoroamidite ligands has been synthesized and screened in the palladium-catalyzed allylic substitution reactions of several substrate types. These series of ligands can be prepared efficiently from easily accessible D

Preparation of oseltamivir phosphate (Tamiflu) and intermediates starting from D-glucose or D-xylose

Novel processes for the preparation of the anti-viral agent, Oseltamivir Phosphate and novel intermediates prepared in such processes. The novel processes use as starting materials D-glucose or D-xylose in the preparation of Oseltamivir Phosphate.

Orthogonal activation of the reengineered A3 adenosine receptor (neoceptor) using tailored nucleoside agonists

An alternative approach to overcome the inherent lack of specificity of conventional agonist therapy can be the reengineering of the GPCRs and their agonists. A reengineered receptor (neoceptor) could be selectively activated by a modified agonist, but no

Synthesis of 3′-ureidoadenosine analogues and their binding affinity to the A3 adenosine receptor

Novel 3′-ureidoadenosine analogues were synthesized from 1,2:5,6-di-0-isopropylidene-D-glucose in order to lead to stronger hydrogen bonding at the A3 adenosine receptor than the corresponding 3-aminoadenosine derivatives. However, all synthesi

Synthesis of 2-(3′-Azido- and 3′-Amino-3′-deoxy-β -D-ribofuranosyl)thiazole-4-carboxamide

In view of biological activities of tiazofurin and azido or aminosugar nucleosides, novel azido- and amino -substituted tiazofurin derivatives (1 and 2) were efficiently synthesized starting from 1,2; 5,6-di-O-isopropylidene-D-glucose.

Synthesis of 3'-azido- and 3'-amino-3'-deoxyadenosine in both enantiomeric forms

Aminosugar nucleosides are important bioactive molecules of which puromycin, a derivative of 3'-amino-3'-deoxyadenosine, is one of the most important examples. Some azidosugar nucleosides, the synthetic precursors of the corresponding aminosugar compounds, are known to be active against HIV reverse transcriptase. We are interested in comparing the bioactivity of D- and L-enantiomers of such nucleosides. Here, the synthesis of both D- and L- enantiomers of 3'-azido- and 3'-amino-3'-deoxyadeonsine, respectively, is described. It begins with the introduction of the nitrogen functionality through a substitution reaction with inversion at C-3 of a D- or L-xylose derivative, respectively. The azidosugar is converted into an appropriate glycosyl donor which is the submitted to a glycosidation reaction according to Vorbruggen. Deprotection affords 3'azido-3'-deoxy-D/L-adenosine, our potentially antiviral target compounds, and reduction of the azido substituent leads to the aminosugar target molecules.

Glycosamino acids: New building blocks for combinatorial synthesis

In order to produce inexpensive, chemically diverse carbohydrate building blocks more amenable for use in combinatorial organic synthesis, amine and carboxylic acid functional groups were incorporated into several monosaccharides. A series of 12 new glycosamino acids was prepared from commercially available starting materials. Conventional peptide synthesis solution coupling techniques were used to ligate glycosamino acids, producing oligomeric 'glycotides'. Finally, a library of glycotides was produced by coupling of a glycosamino acid mixture to a rigid template.