116490-72-3

Basic information

• Product Name: (2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran
• Synonyms: (2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran
• CAS NO: 116490-72-3
• Molecular Weight: 384.472
• Mol File: 116490-72-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran(116490-72-3)
• EPA Substance Registry System: (2R,3R,4R,5R)-2-(allyloxymethyl)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran(116490-72-3)

Safety Data

• Hazardous Substances Data: 116490-72-3(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 116490-68-7 methyl 5-O-allyl-D-ribofuranoside 
• 114488-50-5 β-5-O-allyl-1-O-methyl-2,3-O,O-isopropylidene-D-ribofuranoside 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 100-44-7 benzyl chloride 

Downstream Products

• 116490-76-7 5-O-allyl-1,2,3-tri-O-benzyl-D-ribitol 
• 116490-75-6 5-O-allyl-2,3-di-O-benzyl-D-ribitol 
• 111549-97-4 2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol 
• 329006-48-6 5-O-allyl-2,3-di-O-benzyl-β-D-ribofuranose 

Relevant articles and documents

A metal-free route towards 1,5-disubstituted 1,2,3-triazolylmethylene linked disaccharides: Synthesis in a biodegradable hydroxyl-ammonium-based aqueous ionic liquid media

Suitably protected carbohydrates were joined together using 1,5-disubstituted 1,2,3-triazolylmethylene (1,5-DTM) linkers. The DTM linker was built by the 1,3-dipolar cycloaddition reactions of a series of sugar azides with vinyl sulfonylmethylene-modified furanose or pyranose under metal free conditions. Three different biodegradable hydroxylammonium based ionic liquids were studied in water as the reaction media. The N,N-dimethyl ethanolammonium formate-water mixture was found to be the best reaction medium because the reaction time was shortened considerably to generate a dozen new 1,5-DTM-linked disaccharides.

The synthesis of two repeating units of Haemophilus influenzae type a capsular antigen.

The repeating units 2-O-beta-D-glucopyranosyl-L-ribitol 4'- and 1-phosphate of Haemophilus influenzae type a capsular antigen have been synthesised by condensation of an alpha-D-glucopyranosyl bromide derivative with 5-O-allyl-1,2,3-tri-O-benzyl-D-ribitol followed by selective deprotection of HO-4' or HO-1, phosphorylation, and removal of the blocking groups.