82185-83-9

Upstream product

• 556-56-9 allyl iodid 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 106-95-6 allyl bromide 
• 167777-15-3 5,6-di-O-allyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 

Relevant academic research and scientific papers

Detritylation of mono- and di-saccharide derivatives using ferric chloride hydrate

Quantitative detritylation of mono- and di-saccharide derivatives of diverse structure was achieved with FeCl3 · 6H2O in CH2Cl2 at room temperature. Benzyl, isopropylidene, isopropylthio, allyl, acetyl, and benzoyl O-protecting groups were not effected under the designated conditions.

Allylation of sugar diols under phase transfer conditions using potassium carbonate as a base. Unexpected formation of cyclic carbonates

Allylation of sugar vic-diols (with a primary and secondary OH groups) under the phase transfer conditions (allyl bromide, K2CO3, 18-crown-6, toluene) afforded a mixture of both monosubstituted allyl ethers and small amounts of the di-allyl derivative. Interestingly, the cyclic carbonate was also isolated from the post reaction mixture. Its formation may be explained by reaction of the di-allyl carbonate, formed in situ under the reaction conditions, with the 1,2-diol. The structure of mono-allylated isomers can be easily assigned from the chemical shift (δc) of the CH2OR group (for R = H; All).