6899-46-3

Upstream product

• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 108-93-0 cyclohexanol 
• 114682-36-9 β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside 
• 22415-91-4 1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose 
• 128595-08-4 cyclohexyl succinimidylcarbonate 
• 228873-32-3 2,3,4,6-tetra-O-benzoyl-D-glucopyranos-1β-yl cyclohexyl carbonate 
• 331455-81-3 1-p-methylphenylseleno-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 331455-84-6 C₆H₁₁O₅(COC₆H₄)4OC₆H₁₁ 
• 367947-04-4 2,4-dinitro-6-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 183367-63-7 1-p-methylphenyltelluro-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 
• 4163-40-0 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl fluoride 
• 13871-89-1 trimethylsilyl cyclohexyl ether 

Downstream Products

• 25320-98-3 cyclohexyl glucoside 

Relevant academic research and scientific papers

Glycosylation with Disarmed Glycosyl Bromides Promoted by Iodonium Ions

Iodonium ions have been developed for activating glycosyl bromides in the coupling to glycosyl acceptors. The iodonium ions are generated from N-iodosuccinimide and a protic acid such as camphorsulfonic acid or triflic acid, where the latter gives the most reactive promoter system. The couplings occur with the release of iodine monobromide, and the best results are obtained with benzoylated glycosyl donors and acceptors. In this way, disarmed glycosyl bromides can serve as glycosyl donors without the use of heavy-metal salts.

Stereoselective glycosylations using benzoylated glucosyl halides with inexpensive promoters

Reactions of O-benzoylated glucopyranosyl halide (I, Br), isolated or generated in situ from per-benzoylated glucose (8a) and trimethylsilyl halide, with various alcohols were efficiently promoted by zinc halide (Cl, Br) or N-bromosuccinimide with a catal

DISAL glycosyl donors for efficient glycosylations under acidic conditions: Application to solid-phase oligosaccharide synthesis

The use of DISAL (methyl dinitrosalicylate) glycosyl donors in efficient Lewis acid-promoted glycosylations is reported. N-Acetyl-D-glucosamine monosaccharide acceptors are successfully glycosylated at O-6 or O-4 using benzyl- and benzoyl-protected DISAL donors in CH2Cl2 or nitromethane in the presence of LiClO4. The resultant disaccharides are isolated in yields ranging from 35 to 93%. Other Lewis acids such as FeCl3, TMSOTf, or BF3·Et2O also prove efficient for glycosylation of the secondary alcohol cyclohexanol. However, for the synthesis of disaccharides, the mild activation by LiClO4 gives higher yields. This approach is extended to efficient solid-phase glycosylation of a D-glucosamine derivative anchored by the 2-amino group through a Backbone Amide Linker (BAL) to a polystyrene support.

A new, iterative strategy of oligosaccharide synthesis based on highly reactive β-bromoglycosides derived from selenoglycosides

equation presented Stereoselective conversion of a selenoglycoside to a β-bromoglycoside in the absence of a glycosyl acceptor followed by the coupling with another selenoglycoside affords the corresponding glycosylated selenoglycoside, which could be dir

An efficient synthesis of mixed β-carbonates of acyl-protected sugar and their decarboxylative glycosidation promoted by trimethylsilyl trifluoromethanesulfonate

Mixed β-carbonates of acyl-protected sugar are stereoselectively prepared by using an N-succinimidyl group for activation of the acceptor alcohol carbonate. The glycosyl carbonates are smoothly decarboxylated by trimethylsilyl trifluoromethanesulfonate (M

Glycosylation with telluroglycosides. Stereoselective construction of α- and β-anomers

Telluroglycosides are activated under neutral conditions and serve as excellent glycosyl donors in the glycosylation reaction. Both α-and β- anomers are selectively formed by the proper choice of the C-2 protecting group and solvent.

Rare earth salts promoted glycosidation of glycosyl fluorides

A glycosidation reaction of glycosyl fluorides with free alcohol acceptors has been found to be promoted effectively by using rare earth metal salts, with or without the requirement of usual Lewis acids such as ZnCl2 and Ba(ClO4)2. M

Rare earth perchlorate catalyzed glycosidation of glycosyl fluorides with trimethylsilyl ethers

A glycosidation of glycosyl fluorides with trimethylsilyl ethers has been found to be promoted more effectively by catalytic La(ClO4)3 than by stoichiometric amounts of rare earth salts. A mechanism for the present glycosidation is p