7061-63-4

Upstream product

• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 98-59-9 p-toluenesulfonyl chloride 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 532-20-7 D-xylofuranose 
• 6893-65-8 5-O-p-toluenesulfonyl-1,2-O-isopropylidene-L-arabinofuranose 

Downstream Products

• 74996-04-6 5-deoxy-5-diphenylphosphino-1,2-O-isopropylidene-α-D-xylofuranose 
• 74996-03-5 5-deoxy-5-diphenylphosphino-1,2-O-isopropylidene-3-O-tosyl-α-D-xylofuranose 
• 172039-03-1 (3aR,5R,6S,6aR)-5-(azidomethyl)tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate 
• 20701-43-3 2,5-anhydro-3-O-tosyl-D-xylose dimethyl acetal 
• 77735-69-4 2,5-anhydro-3-O-tosyl-D-xylose diethyl dithioacetal 
• 67313-23-9 3',5'-Diamino-3',5'-dideoxyadenosine 
• 20701-43-3 2,5-Anhydro-D-xylose dimethyl acetal 3-(4-methylbenzenesulfonate) 
• 876917-12-3 (2R,3S,4S)-4-azido-3-benzyloxytetrahydrofuran-2-carbaldehyde 
• 1198162-56-9 (2R,3R,4S)-4-azido-3-(benzyloxy)-2-(dimethoxymethyl)tetrahydrofuran 
• 1362047-66-2 (2R,3S,4S)-4-azido-2-dimethoxymethyl-3-benzyloxytetrahydrofuran 
• 172039-09-7 1-(2-O-acetyl-5-azido-5-deoxy-3-O-p-toluenesulfonyl-β-D-xylofuranosyl)-5-trifluoromethyluracil 
• 172039-07-5 1-(2-O-acetyl-5-azido-5-deoxy-3-O-p-toluenesulfonyl-β-D-xylofuranosyl)-5-iodouracil 
• 172039-08-6 1-(2-O-acetyl-5-azido-5-deoxy-3-O-p-toluenesulfonyl-β-D-xylofuranosyl)-5-fluorouracil 
• 172039-06-4 1-(2-O-acetyl-5-azido-5-deoxy-3-O-p-toluenesulfonyl-β-D-xylofuranosyl)thymine 

Relevant academic research and scientific papers

3-(Dimethylamino)-1-propylamine: A cheap and versatile reagent for removal of byproducts in carbohydrate chemistry

Inexpensive 3-(dimethylamino)-1-propylamine (DMAPA) was found to be effective in anomeric deacylation reactions giving 1-O deprotected sugars in high yield as precursors for the formation of imidate glycosyl donors. DMAPA was also found to be useful for removing excess reagents such as benzoyl chloride, tosyl chloride, and 2,2,2-trifluoro-N-phenylacetimidoyl chloride. The deacylation reaction could be conducted in moist THF and did not require chromatographic purification since an acidic wash was sufficient to remove excess reagent and the formed byproduct.

An efficient and convenient formal synthesis of Jaspine B from d-xylose

A formal synthesis of Jaspine B was completed in 42.4% overall yield with only three purification steps (one by crystallization and two by column chromatography). The key step in the synthesis involves a regio- and stereoselective epoxide ring-opening reaction and the configuration inversion of the C3-hydroxyl group through oxidation and reduction. All of the reagents and materials used were quite common and inexpensive.

Radical cyclisation approach for the synthesis of (+)dihydrocanadensolide, (+)dihydrosporothriolide and their C-3 epimers from D-xylose

Intramolecular radical cyclisation protocol on 5-hexenyl systems derived from D-xylose, was utilized for the synthesis of (+)dihydrocanadensolide, (+)-dihydrosporothriolide and their C-3 epimers, wherein a study on the impact of C-2′ stereocentre on radic

2-thiosubstituted carbapenems

Carbapenem antibiotic compounds of the general formula: STR1 wherein the moiety STR2 is a 4, 5 or 6 membered mono, di- or tri- substituted oxygen or sulfur containing ring; wherein Z is oxygen, sulfur, sulfoxide and sulfone, pharmaceutical compositions thereof useful for the treatment of bacterial infections, processes for preparing the compounds and new intermediates useful in the process.

Synthesis of 5-amino-5-deoxypentonolactams

5-Azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (4) and 5-azido-5-deoxy-1,2-O-isopropy-lidene-β-D-arabinofuranose (10) were prepared starting from D-xylose and D-arabinose, respectively. Using the oxidation-reduction way for the C-3 epimerization, 5

OUVERTURE REGIOSPECIFIQUE D'UN OXIRANE PREPARE A PARTIR DU D-XYLOSE PAR DES CARBANIONS SOUFRES; SYNTHESE DE C-NUCLEOSIDES BRANCHES

Two methods using the readily accessible D-xylose have been developed for the synthesis of epoxides 4 and 5.The oxirane 5 was considered as a good intermediate for the preparation of 3'-C-substituted nucleosides.The crucial step for the synthesis of 32 is the regiospecific opening of the epoxide 5 using two carbanions, derived from either dithiane or bis(phenylthio)methane, followed by desulphurisation leading to 17.The exclusive opening of the epoxide in 5 was unequivocally established by (13)C NMR spectroscopy.