79384-23-9

Upstream product

• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 160549-11-1 3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose 
• 78730-56-0 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose potassium salt 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 79384-15-9 (3aR,5R,6S,6aR)-6-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 128573-17-1 (2R,3S,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-pent-4-enyloxy-tetrahydro-pyran 
• 121393-17-7 Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester 
• 121388-86-1 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-1,2:4,6-di-O-isopropylidene-α-D-glucofuranose 
• 121388-85-0 tri-O-benzyl-α-D-glucopyranose-(1,2-t-butylorthoacetate) 
• 121388-87-2 Dithiocarbonic acid O-{(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl} ester S-methyl ester 
• 120316-50-9 Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylselanyl-tetrahydro-pyran-2-yl ester 

Relevant academic research and scientific papers

Stereoselective linkages of 2-deoxyglycosides with hindered acceptors

The use of 2-deoxyglycosyl phosphoramidites as glycosyl donors allows the construction of 2-deoxyglycosidic linkages in high yield and excellent α-stereoselectivity.

Facile O-glycosylation of glycals using Glu-Fe3O4-SO3H, a magnetic solid acid catalyst

A new glucose derived magnetic solid acid catalyst (Glu-Fe3O4-SO3H) was synthesized in a convenient and ecofriendly manner and well characterized using FTIR, PXRD, EDAX, SEM, and XPS which showed the presence of Fe3/

Reagent-Controlled Stereoselective Glycosylation

Provided are methods for the efficient stereoselective formation of glycosidic bonds, without recourse to prosthetic or directing groups.

A reagent-controlled SN2-glycosylation for the direct synthesis of β-linked 2-deoxy-sugars

The efficient and stereoselective construction of glycosidic linkages remains one of the most formidable challenges in organic chemistry. This is especially true in cases such as β-linked deoxy-sugars, where the outcome of the reaction cannot be controlled using the stereochemical information intrinsic to the glycosyl donor. Here we show that p-toluenesulfonic anhydride activates 2-deoxy-sugar hemiacetals in situ as electrophilic species, which react stereoselectively with nucleophilic acceptors to produce β-anomers exclusively. NMR studies confirm that, under these conditions, the hemiacetal is quantitatively converted into an α-glycosyl tosylate, which is presumably the reactive species in the reaction. This approach demonstrates that use of promoters that activate hemiacetals as well-defined intermediates can be used to permit stereoselective glycosylation through an SN2-pathway.

Iodonium Ion generated in situ from N-Iodosuccinimide and Trifluoromethanesulphonic acid promotes Direct Linkage of "Disarmed" Pent-4-enyl Glycosides

N-Iodosuccinimide and trifluoromethanesulphonic acid provide a powerful source of iodonium ion which allows "disarmed' pent-4-enyl glycosides that normally respond sluggishly to iodonium dicollidine perchlorate, to react rapidly and to exhibit stereodirec

SELENIUM-MEDIATED GLYCOSIDATIONS: A SELECTIVE SYNTHESIS OF β-2-DEOXYGLYCOSIDES

1,2-Trans diequatorial acetoxy-selenides are selectively prepared from glycals.Their activation by trimethylsilyl trifluoromethanesulfonate in the presence of sugar alcohols followed by reductive deselenation leads to an efficient access to Β-2-deoxyglyco

An Efficient Approach for the Synthesis of 2-Deoxy-β-D-glycosides

A convenient approach for the synthesis of 2-deoxy-β-D-glycosides, present in several natural products, has been described.

Glycosyloxyselenation - Deselenation of Glycals: a New Approach to 2'-Deoxy-disaccharides

Glycosyloxyselenation of 3,4,6-tri-O-benzyl-D-glucal followed by reductive removal of the phenylseleno-group demonstrates the potential of a novel synthetic approach to 2'-deoxy-disaccharides.