129192-92-3Relevant academic research and scientific papers
Lewis Acid-Catalysed Anomerisation and Rearrangement of Alkyl D-Glycopyranosides During Acetalisation with Methyl Pyruvate: How to Utilise it for the Preparation of 1-(Carboxyethylidene)glycopyranosyl Donors
Ziegler, Thomas,Eckhardt, Elisabeth,Herold, Gerhard
, p. 441 - 452 (2007/10/02)
The preparation of 4,6-O-(1-methoxycarbonylethylidene)-D-glycopyranosides 5 starting from 2,3-di-O-benzoyl-D-glycopyranosides 1 and their 4,6-bis-O-trimethylsilyl ethers 2 using methyl 2,2-bis(phenylthio)propionate (4) and methyl pyruvate (3), respectivel
A stereoselective synthesis of pyruvic 4,6-acetals of D-hexopyranose residues
Aspinall, Gerald O.,Ibrahim, Ibrahim H.,Khare, Naveen K.
, p. 247 - 256 (2007/10/02)
A stereoselective synthesis of pyruvic 4,6-acetals in their naturally occuring configurations on α-D-glucopyranose, α-D-mannopyranose, and β-D-galactopyranose residues is based on the preferential formation of 4,6- acetals bearing equatorial methyl groups. 2,3-Di-O-acyl derivatives of these acetals are oxidized with ruthenium tetraoxide to yield the corresponding 4,6-(1-carboxyethylidene) acetals.Synthesis of allyl 4,6-O--3-O-methyl-β-D-glucopyranoside has been achieved with protection of the allyl glycoside by epoxidation and subsequent regenerative deoxygenation with 3-methylbenzothiazole-2-selone.The allyl glycoside has been subjected in sequence to saponification, ozonolysis, and reductive amination in the presence of bovine serum albumin to furnish a neoantigen.
