118203-99-9

Upstream product

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

Downstream Products

• 87924-31-0 methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid-4-ulose (Z)-4-<(p-tolylsulfono)hydrazide> 
• 87924-31-0 methyl 2,3-O-isopropylidene-β-D-erythro-pentopyranosid-4-ulose (E)-4-<(p-tolylsulfono)hydrazide> 
• 66065-13-2 Methyl-4-O-benzoyl-2,3-O-isopropyliden-β-L-ribopyranosid 
• 2500-82-5 Toluene-4-sulfonic acid (3aR,4R,7R,7aR)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 612-05-5 methyl-β-D-xylopyranoside 
• 70003-50-8 methyl 2,3-di-O-acetyl-β-D-xylopyranoside 
• 18390-72-2 methyl 4-azido-4-deoxy-β-L-arabinopyranoside 
• 100991-91-1 1,4-dideoxy-1,4-imino-L-arabinitol hydrochloride 
• 3964-11-2 (3R,4S,5S)-5-Amino-2-methoxy-tetrahydro-pyran-3,4-diol 
• 140222-17-9 1,2,3-tri-O-acetyl-4-O-allyl-D-xylopyranose 
• 128785-13-7 4-O-allyl-2,3-di-O-benzoyl-α-D-xylopyranosyl bromide 
• 140222-25-9 ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-1-thio-β-D-xylopyranoside 
• 140222-24-8 ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-isopropylidene-1-thio-β-D-xylopyranoside 
• 140222-23-7 ethyl O-(4-O-allyl-2,3-di-O-benzoyl-β-D-xylopyranosyl)-(1->4)-2,3-isopropylidene-1-thio-β-D-xylopyranoside 

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