2495-99-0

Upstream product

• 77-76-9 2,2-dimethoxy-propane 
• 91-09-8 methyl β-D-ribopyranoside 
• 116-11-0 2-Methoxypropene 
• 65820-93-1 (methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid)-4-ulose 
• 1613160-41-0 methyl 2,3-O-isopropylidene-β-D-threo-pentopyranosid-4-ulose 
• 118203-99-9 methyl 2,3-O-isopropylidene-β-D-xylopyranoside 

Downstream Products

• 74128-55-5 Methyl 4-O-(p-chlorobenzenesulfonyl)-2,3-O-isopropylidene-α-L-lyxopyranoside 
• 727416-02-6 2,3-O-isopropylidene-1-O-methyl-4-O-phenoxythiocarbonyl-α-L-lyxopyranose 
• 87924-31-0 methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid-4-ulose (E,Z)-4-<(p-tolylsulfono)hydrazide> 
• 87924-31-0 methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid-4-ulose (E)-4-<(p-tolylsulfono)hydrazide> 
• 87924-31-0 methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid-4-ulose (Z)-4-<(p-tolylsulfono)hydrazide> 
• 74128-56-6 Methyl 4-O-(p-Chlorobenzenesulfonyl)-α-L-lyxopyranoside 
• 74128-58-8 Methyl 3,4-anhydro-2-O-(p-toluenesulfonyl)-β-D-ribopyranoside 
• 74128-59-9 Toluene-4-sulfonic acid (2R,3R,4R)-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl ester 
• 727416-05-9 1-[4-deoxy-4-C-hydroxymethyl-3,6-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-2-O-phenoxythiocarbonyl-α-L-lyxopyranosyl]thymine 
• 727416-03-7 2,3-O-isopropylidene-1-O-methyl-4-C-(2-phenylethenyl)-α-L-lyxopyranose 
• 887370-61-8 Acetic acid (2S,3S,4R,5R)-4-acetoxy-5-acetoxymethyl-1-acetyl-2-(4-amino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-pyrrolidin-3-yl ester 

Relevant academic research and scientific papers

Bio-inspired synthesis of rare and unnatural carbohydrates and cyclitols through strain driven epimerization

We report a bio-inspired, strain driven epimerization of trans-ketals to cis-ketals through an enolate intermediate. Swern oxidation of a hydroxyl group adjacent to a trans-ketal effects both oxidation and its epimerization to cis-ketal. This novel and general strategy allows inversion of up to three contiguous stereocenters and has been illustrated by the synthesis of several unnatural/rare isomers of carbohydrates/cyclitols from their naturally abundant isomers. This journal is the Partner Organisations 2014.

Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-rib