52783-87-6

Upstream product

• 67-56-1 methanol 
• 10323-20-3 D-Arabinose 
• 98-88-4 benzoyl chloride 
• 70051-90-0 tri-O-benzoyl-β-D-arabinofuranosyl bromide 
• 4348-68-9 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide 
• 56607-40-0 methyl D-arabinofuranoside 
• 79083-42-4 methyl D-arabinofuranoside 
• 1824-96-0 methyl ribofuranoside 
• 52485-92-4 methyl α-D-ribofuranoside 
• 79083-29-7 (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran 
• 532-20-7 D-Ribose 
• 52783-53-6 methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside 
• 1824-96-0 Methyl α-lyxofuranoside 
• 28697-53-2 D-arabinopyranose 

Downstream Products

• 70051-90-0 tri-O-benzoyl-β-D-arabinofuranosyl bromide 
• 4348-68-9 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide 
• 502761-66-2 C₁₃H₁₆O₆C₁₄H₈O₂ 
• 99212-30-3 deoxyfuconojirimycin 
• 139639-76-2 Toluene-4-sulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-ethyl ester 
• 56271-35-3 2,3,5-tri-O-benzoyl-α,β-D-arabinofuranosyl bromide 
• 1187662-62-9 p-methoxyphenyl 2,3,5-tri-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1187662-65-2 p-methoxybenzyl 2,3,5-tri-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1187662-64-1 p-nitrophenyl 2,3,5-tri-O-benzoyl-1-thio-α-D-arabinofuranoside 
• 1431370-34-1 3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate 
• 1431370-38-5 (pent-4-enyl) 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside 
• 103702-71-2 benzyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside 
• 1431370-40-9 benzyl N-(benzyloxycarbonyl)-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-L-serinate 
• 1431370-42-1 methyl 2,3,6-tri-O-benzyl-4-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-glucopyranoside 

Relevant academic research and scientific papers

Preparation of the tri-arabino di-mycolate fragment of mycobacterial arabinogalactan from defined synthetic mycolic acids

An efficient synthetic approach to tri-arabino di-mycolates, using structurally defined synthetic α-, keto and methoxy mycolic acids is described.

Facile synthesis of β- And α-arabinofuranosides and application to cell wall motifs of M. tuberculosis

Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.

Automated solid phase synthesis of oligoarabinofuranosides

Automated solid phase synthesis enables rapid access to the linear and branched arabinofuranoside oligosaccharides. A simple purification step is sufficient to provide the conjugation ready oligosaccharides in good yield.

Ready preparation of furanosyl n-pentenyl orthoesters from corresponding methyl furanosides

The 3,5-di-O-benzoyl n-pentenyl orthoesters of the four pentofuranoses have been prepared. The first key intermediate in each case is the methyl pentofuranoside(s), and a user-friendly procedure for the preparation of each, based on the Callam-Lowary precedent, is described, whereby formation of the crucial α/β anomeric mixture is optimized. The mixture is used directly to prepare the corresponding perbenzoylated pentofuranosyl bromide(s) and then the title compounds.

A one-pot synthesis of 1-α- and 1-β-d-arabinofuranosyl-2- nitroimidazoles: Synthons to the markers of tumor hypoxia

1-α- and 1-β-D-Arabinofuranosyl-2-nitroimidazole (α-AZA and β-AZ A) are synthons for a number of potential markers of tissue hypoxia. A one pot synthesis in which 2-nitroimidazole is coupled with a mixture of α-and β-1-O-acetyl-2,3,5-tri-O-benzoyl-D-arabi

Synthesis and antiviral properties of arabino and ribonucleosides of 1,3-dideazaadenine, 4-nitro-1,3-dideazapurine and diketopiperazine

Different arabinosides and ribosides, viz. Ara-DDA or 9(1-β-D- arabinofuranosyl) 1,3-dideazaadenine (6), Ara-NDDP or 9(1-β-D- arabinofuranosyl) 4-nitro-1,3-dideazapurine (7), Ara-DKP or 1(1-β-D- arabinofuranosyl) diketopiperazine (8), Ribo-DDA or 9(1-β-D-

Studies on the origin of stereoselectivity in the synthesis of 1,2-trans glycofuranosyl azides

The stereoselectivity of the 1,2-trans directed, Lewis acid-catalysed azidation of peracylated furanoses was found to depend on the reactivity of the azide donor (azide nucleophilicity) and the configuration at the anomeric centre relative to the neighbouring 2-O-acyl group. Reactions of 1,2-trans glycosyl esters with highly nucleophilic azide donors, generated from SnCl4 and Me3SiN3, were stereospecific. The results are interpreted in terms of the rapid reaction of the azide species with bicyclic 1,2-acyloxonium (1,2-O-alkyliumdiyl-D-glycofuranose) ions, which were the primarily formed reactive intermediates. When using 1,2-cis glycosyl esters as starting materials the selectivity was reduced (90-94% de); the same is true with 1,2-trans counterparts if less nucleophilic Me3SiN3 in combination with Me3SiOTf catalyst was used. This occurred due to the appearance of the more reactive but less selective oxocarbenium (glycofuranoxonium) ions either as primarily formed reactive intermediates in the former case or after equilibration with acyloxonium ions in the latter case. Protected 1,2-trans β-D-glycofuranosyl azides with ribo, xylo and 3-deoxy-erythro-pento configurations were best prepared from the corresponding glycosyl esters using 0.05 equivalents of SnCl4, i.e., under anomerization-free conditions. Azidation of methyl glycofuranosides proceeds with inferior (80-90% de) and less predictable selectivity irrespective of the starting anomeric configuration. Copyright (C) 2000 Elsevier Science Ltd.

The synthesis and radiolabeling of novel markers of tissue hypoxia of the iodinated azomycin nucleoside class

Seven second-generation hypoxic markers of the iodinated azomycin nucleoside class have been synthesized and tested for hypoxia marking activity with tumor cells in vitro and in vivo. β-D-lodoazomycin galactoside (IAZG) and β-D-lodoazomycin xylopyranoside (IAZXP) demonstrated superior hypoxia marking properties relative to IAZA because of their higher water solubilities, rapid plasma clearance rates from tumor-bearing mice and maximum tumor/blood (T/B) and tumor/muscle (T/M) ratios. Our studies with animal tumor models show that T/B or T/M ratios of these markers determined by scintigraphy or planar imaging can predict for the relative degree of tumor hypoxia and for tumor radioresistance.

Synthesis of new 2 substituted 9-β-D-ribofuranosyl-8-azahypoxanthines. VII

Title compounds were synthesized from the protected β-D-ribofuranosyl-1-azide 2, the sodium salt of cyanoacetamide and the suitable ester. The deblocked 8-azainosines were ineffective as inhibitors of Adenosine Deaminase.

REGIOSELECTIVE O-DEACYLATION OF FULLY ACYLATED GLYCOSIDES AND 1,2-O-ISOPORPYLIDENEALDOFURANOSE DERIVATIVES WITH HYDRAZINE HYDRATE

On hydrazinolyis in 1:4 acetic acid-pyridine, and in pyridine, partisl O-deacylation of fully acylated methyl glycosides and some other glycosyl compounds ( 23 compounds ) was found to be induced, to give, in good yields, products bearing one free hydroxy