16713-88-5

Upstream product

• 74580-94-2 1,2-O-isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-α-D-xylofuranose 
• 70580-81-3 5-O-benzoyl-1,2-O-isopropylidene-3-O-paratoluenesulfonyl-α-D-xylofuranose 
• 18016-89-2 1,2-O-isopropylidene-3-O-p-toluenesulfonyl-5-O-trityl-β-D-xylofuranose 
• 5432-33-7 3-hydroxy-5-O-carboxymethyl-1,2-O-(1-methylethylidene)-α-D-xylofuranoside 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 111730-10-0 1,2-O-isopropylidene-3-O-tosyl-5-O-methyl-α-D-xylopentofuranose 
• 74580-97-5 O⁵-acetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-xylofuranose 
• 29873-56-1 5-deoxy-5-iodo-1,2-O-isopropylidene-3-O-p-tolylsulfonyl-α-D-xylofuranose 
• 74580-99-7 Acetic acid (2S,3R,4S,5R)-2-acetoxy-5-acetoxymethyl-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester 
• 74581-00-3 Acetic acid (2R,3R,4S,5R)-2-acetoxy-5-acetoxymethyl-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester 
• 16713-89-6 O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-5-deoxy-α-D-xylofuranose 
• 1071571-99-7 methyl-[O⁵-methyl-O³-(toluene-4-sulfonyl)-α-D-xylofuranoside] 

Relevant academic research and scientific papers

Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel

Terminal isopropylidene acetals are selectively cleaved to the corresponding 1,2-diols in good to excellent yields in 6-24 h at room temperature by using the 'HClO4?SiO2' reagent system. Likewise, trityl ethers are readily cleaved to the corresponding alcohols in good to excellent yields within 2-3 h at room temperature. Work-up involves merely filtration of the reagent followed by purification of the crude product.

Chemoselective deprotection of trityl ethers using silica-supported sodium hydrogen sulfate

A highly selective method for the cleavage of trityl ethers over a wide range of functional groups has been developed using silica-supported sodium hydrogen sulfate (NaHSO4-SiO2) as a heterogeneous catalyst. The conversion occurred at room temperature and the yields of the alcohols were found to be excellent.

A mild and selective cleavage of trityl ethers by CBr4-MeOH

Trityl ethers are selectively deprotected to the corresponding alcohols in high yields by CBr4 in refluxing methanol under neutral reaction conditions. Other hydroxyl protecting groups like isopropylidene, allyl, benzyl, acetyl, benzoyl, methyl

Nucleosides. 116. 1-(β-D-Xylofuranosyl)-5-fluorocytosines with a Leaving Group on the 3' Position. Potential Double-Barreled Masked Precursors of Anticancer Nucleosides

Syntheses of five pairs of cytosine and 5-fluorocytosine xylofuranosyl nucleosides in which the 3'-hydroxyl group is replaced by Cl, Br, I, OMs, or OTs are described.Those xylosyl nucleosides with a good leaving group at the 3' position exhibit good inhibitory activity against L5178Y and P815 mouse leukemic cells in vitro at rather low concentrations, and like that of ara-C this cytotoxicity is reversed by 2'-deoxycytidine but not by thymidine.Xylosylcytosines are not active against ara-C resistant lines of L5178Y and P815 cells; however the corresponding 5-fluorocytosine analogues exhibit significant cytotoxicity against these ara-C resistant leukemic cell lines, and this activity is reversed by thymidine but not by deoxycytidine.These data support the "double-barreled" masked precursor hypothesis in that xylosyl-5-fluorocytosines substituted at the 3' position by a good leaving group exhibit activity akin to that of ara-C in the ara-C in the ara-C sensitive lines, while these nucleosides act as 5-fluoropyrimidines in the ara-C resistant lines.