16896-03-0

Upstream product

• 532-20-7 L-arabinose 
• 3795-68-4 methyl α-L-arabinofuranoside 
• 14645-36-4 methyl 5-O-triphenylmethyl-α-L-arabonofuranoside 
• 42793-97-5 2,3,5-tri-O-benzoyl-1-O-methyl-α-L-arabinofuranose 
• 16896-01-8 methyl 2,3-di-O-benzyl-5-O-triphenylmethyl-α-L-arabinofuranoside 
• 56607-40-0 methyl D-arabinofuranoside 
• 1360561-10-9 C₃₆H₄₂O₅Si 
• 79083-42-4 methyl D-arabinofuranoside 
• 10323-20-3 D-Arabinose 
• 4060-35-9 methyl 5-O-trityl-α-D-arabinofuranoside 
• 4119-19-1 Methyl-(2,3-di-O-benzyl-5-O-trityl-α-L-arabinofuranosid) 

Downstream Products

• 697298-48-9 methyl 2,3-di-O-benzyl-5-dehydro-α-D-arabinofuranoside 
• 492470-86-7 (2S,3S,4S,5S)-3,4-Bis-benzyloxy-2-iodomethyl-5-methoxy-tetrahydro-furan 
• 404935-58-6 (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid 
• 404935-57-5 (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid 1-vinyl-decyl ester 
• 404935-68-8 (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (S)-1-vinyl-decyl ester 
• 404935-69-9 (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester 
• 1360560-53-7 methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 402758-98-9 methyl 2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 
• 1422008-00-1 methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside 
• 16896-05-2 methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside 
• 1422008-01-2 methyl 2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-yofuranoside 
• 1422007-98-4 methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose 
• 527682-23-1 methyl 5-O-(2,3-anhydro-β-L-lyxofuranosyl)-2,3-di-O-benzyl-α-L-arabinofuranoside 
• 527682-21-9 methyl 5-O-(2,3-anhydro-β-D-lyxofuranosyl)-2,3-di-O-benzyl-α-L-arabinofuranoside 

Relevant academic research and scientific papers

Preparation method of compound with 3, 4-trans-3, 6-anhydrofuran hexose structure

The invention discloses a preparation method of a compound with a 3, 4-trans-3, 6-dehydrated furan hexose structure and a preparation method of the compound with the 3, 4-trans-3, 6-dehydrated furan hexose structure. The method comprises the following ste

Arabino mycolates from synthetic mycolic acids

The synthesis of single mono-arabino mycolates, important lipid antigens from mycobacteria is described, using structurally defined synthetic mycolic acids. Preliminary assays indicate that these are differentially antigenic to antibodies in the serum of

Stereoselective synthesis of a novel Galf-disaccharide mimic: β-d-galactofuranosyl-(1-5)-β-d-galactofuranosyl motif of mycobacterial cell walls

A Galf-disaccharide mimic, an analogue of the acceptor substrates of mycobacterial Galf-transferases, was obtained by nucleophilic addition of a l-arabinofurano-alkyne to iminogalactitol-derived nitrone. Remarkably, the nucleophilic addition could be performed highly efficiently and stereoselectively in the presence of diethylzinc in toluene using protected nitrone and alkynyl sugar as reaction partners and thus opens a concise approach to a diversity of disaccharide mimics.

Neighboring-group participation by C-2 ether functions in glycosylations directed by nitrile solvents

Ether-protecting functions at C-2 hydroxy groups have been found to play participating roles in glycosylations when the reactions are conducted in nitrile solvent mixtures. The participation mechanism is based on intramolecular interaction between the lone electron pair of the oxygen atom of the C-2 ether function and the nitrile molecule when they are positioned in a cis configuration. A 1,2-cis glycosyl oxazolinium intermediate is formed. This participation, in conjunction with the anomeric effect of the glycosyl donor, confers high 1,2-trans selectivities on glycosylations. Further application of this concept has led to efficient preparations of α-(1→5)-arabinan oligomers.

2,3-Anhydro sugars in glycoside bond synthesis. Highly stereoselective syntheses of oligosaccharides containing α- and β-arabinofuranosyl linkages

The ever-increasing discovery of biologically important events mediated by carbohydrates has generated great interest in the synthesis of oligosaccharides and the development of new methods for glycosidic bond formation. In this paper, we report that 2,3-

Enantiospecific synthesis of the phospholipase A2 inhibitor (-)-cinatrin B

The first enantiospecific synthesis of phospholipase A2 (PLA2) inhibitor (-)-cinatrin B (2) from the D-arabinose derivative 9 is described. The spirolactone system was formed by an Ireland-Claisen rearrangement of the allyl ester 8 followed by hydrolysis and stereoselective iodolactonization. The stereoselectivity of the rearrangement was controlled by the asymmetry in the allylic alcohol fragment. Ester (S)-8 gave the desired rearrangement product 7 and the epimer 13 in high yield as a 73:27 ratio, respectively. The final stereocenter at C2 was introduced via a chelation-controlled addition of the Grignard reagent derived from trimethylsilylacetylene to α-hydroxy ketone 6. Transformation of the terminal alkyne into the methyl ester 21 followed by acetal hydrolysis and selective lactol oxidation afforded cinatrin B methyl ester (22). Base hydrolysis and acid-induced relactonization then gave (-)-cinatrin B (2).

Stereoselective synthesis of 5-methylphosphono-D-arabino hydroximolactone, inhibitor of glucosamine-6-phosphate synthase and phosphoglucose isomerase

Compound 2, synthesized from D-arabinose in 12 steps with an overall 4% yield, is a competitive inhibitor vs fructose-6P for both phosphoglucose isomerase and glucosamine-6P synthase.