80859-30-9Relevant academic research and scientific papers
SYNTHESE EINES N-ACETYLNEURAMINSAEURE-HALTIGEN SYNTHESEBLOCKS. KUPPLUNG ZUM N-ACETYLNEURAMINSAEURE-TETRASACCHARID MIT TRIMETHYLSILYLTRIFLAT
Paulsen, Hans,Tietz, Holger
, p. 205 - 230 (2007/10/02)
A trisaccharide synthetic block consisting of N-acetylneuraminic acid and lactosamine that allows general coupling reactions to other saccharide units was obtained.O-(Methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α- and -β-D-glycero-D-galacto-2-nonulopyranosylonate)-(2->6)-O-(2,3,4-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-1,3,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-glucopyranose were used as glycosyl donors.In the presence of trimethylsilyltriflate, both compounds were converted into tetrasaccharides by reaction with derivatives of D-mannose unsubstituted at OH-2 representing the glycosyl acceptors.Removal of the protecting groups gave O-(5-acetamido-3,5-dideoxy-α- and -β-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-O-β-D-galactopyranosyl-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-D-mannopyranose, respectively.
Ditritylation of Methyl and Benzyl α-D-Gluco-, -Manno-, and -Galactopyranosides and Preparation of Their Partially Benzylated Derivatives
Koto, Shinkiti,Morishima, Naohiko,Yoshida, Toyosaku,Uchino, Masaharu,Zen, Shonosuke
, p. 1171 - 1175 (2007/10/02)
The ditritylation of methyl and benzyl α-D-gluco-, -manno-, and -galactopyranosides with trityl chloride in pyridine at 70 deg C proceeds in a regioselective manner to give the 2,6-ditrityl ethers of the glucosides, the 3,6-ones of the mannosides, and bot
CHEMO-, STEREO- AND REGIOSELECTIVE HYDROGENOLYSIS OF CARBOHYDRATE BENZYLIDENE ACETALS. SYNTHESIS OF BENZYL ETHERS OF BENZYL α-D-, METHYL β-D-MANNOPYRANOSIDES AND BENZYL α-D-RHAMNOPYRANOSIDE BY RING CLEAVAGE OF BENZYLIDENE DERIVATIVES WITH THE LiAlH4-AlCl3
Liptak, Andras,Imre, Janos,Harangi, Janos,Nanasi, Pal,Neszmelyi, Andras
, p. 3721 - 3728 (2007/10/02)
Treatment of benzyl α-(1) and methyl β-D-mannopyranoside (2) with α,α-dimethoxytoluene gave the exo and endo isomers (3,5 and 4,6) of the dibenzylidene derivatives of 1 and 2.Hydrogenolysis of the exo isomers (3 and 5) with a molar equivalent of AlH2Cl ga
Synthesis of three oligosaccharides that form part of the complex type of carbohydrate moiety of glycoproteins.
Arnarp,Haraldsson,Loenngren
, p. 307 - 313 (2007/10/02)
Silver trifluoromethanesulfonate-promoted condensation of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl bromide with benzyl 3,6-di-O-benzyl-alpha-D-mannopyranoside and benzyl 3,4-di-O-benzyl-alpha-D-mannopyranoside gave the protected 2,4-
