129894-48-0

Basic information

• Product Name: cyclohexyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside
• Synonyms: cyclohexyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside
• CAS NO: 129894-48-0
• Molecular Weight: 622.802
• Mol File: 129894-48-0.mol

Chemical Properties

• CAS DataBase Reference: cyclohexyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside(129894-48-0)
• EPA Substance Registry System: cyclohexyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside(129894-48-0)

Safety Data

• Hazardous Substances Data: 129894-48-0(Hazardous Substances Data)

Upstream product

• 325126-12-3 1-deoxy-2,3,4.6-tetrakis-O-phenylmethyl-1-phenylsulfinyl-mannopyranose 
• 108-93-0 cyclohexanol 
• 38184-10-0 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-mannopyranose 
• 89-78-1 menthol 
• 2936-70-1 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 100-39-0 benzyl bromide 
• 131531-70-9 4-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside 
• 78153-79-4 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl fluoride 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 

Relevant articles and documents

Novel stereocontrolled α- and β-glycosidations of mannopyranosyl sulfoxides using environmentally benign heterogeneous solid acids

The environmentally benign and stereocontrolled glycosidations of mannopyranosyl sulfoxides and alcohols using a heterogeneous solid acid, Nafion-H or sulfated zirconia (SO4/ZrO2) as a new activator for the direct syntheses of both the α- and β-mannopyranosides have been developed.

Direct dehydrative glycosylation catalyzed by diphenylammonium triflate

Methods for direct dehydrative glycosylations of carbohydrate hemiacetals catalyzed by diphenylammonium triflate under microwave irradiation are described. Both armed and disarmed glycosyl-C1-hemiacetal donors were efficiently glycosylated in moderate to excellent yields without the need for any drying agents and stoichiometric additives. This method has been successfully applied to a solid-phase glycosylation.

Dissection of the effects that govern thioglucoside and thiomannoside reactivity

Neighboring group effects were investigated in gluco- and manno-configured thioglycosides under NIS/TfOH activation. Donors possessing a 2-O-benzoyl group that are capable (1,2-trans) and incapable (1,2-cis) of exerting nucleophilic push were compared wit

A versatile glycosylation strategy: Via Au(III) catalyzed activation of thioglycoside donors

Among various methods of chemical glycosylations, glycosylation by activation of thioglycoside donors using a thiophilic promoter is an important strategy. Many promoters have been developed for the activation of thioglycosides. However, incompatibility w

Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation

For the first time, we demonstrated that Tf2O mediated direct dehydrative glycosylation was possible simply with strained olefins, and other typical bases were inhibitors of this reaction. We optimized the glycosylation conditions and found tha

Constrained 3,6-anhydro-heptosides: Synthesis by a dast-induced debenzylative reaction, and reactivity profile

We report the first synthesis of a conformationally constrained 3,6-anhydroheptoside analogue of D-glycero-D-manno-heptopyranose 7-phosphate by a DAST (diethylaminosulfur trifluoride)-induced intramolecular cycloetherification. The reactivity of a series

Stereocontrolled glycosidations using a heterogeneous solid acid, sulfated zirconia, for the direct syntheses of α- and β-manno- and 2-deoxyglucopyranosides

Novel α- and β-stereocontrolled glycosidations using a heterogeneous solid acid, sulfated zirconia (SO4/ZrO2), as an activator have been developed. The glycosidations of manno- and 2-deoxyglucopyranosyl α-fluorides with several alcoh

A novel promoter, heteropoly acid, mediated chemo- and stereoselective sulfoxide glycosidation reactions

The chemo- and stereoselective glycosidations of sulfinylglycosides and alcohols using a heteropoly acid, H3PW12O40, as a new promoter have been developed. (C) 2000 Elsevier Science Ltd.

Novel stereocontrolled glycosidations using a solid acid, SO4/ZrO2, for direct syntheses of α- and β-mannopyranosides

Novel stereocontrolled glycosidations using an environmentally friendly solid acid, sulfated zirconia (SO4/ZrO2), for direct syntheses of α- and β-mannopyranosides have been developed. The glycosidations of the totally benzylated mannopyranosyl fluoride 1 and various alcohols using SO4/ZrO2 in CH3CN at 40°C for 15 h exclusively gave the corresponding α-mannopyranosides. On the other hand, the corresponding β-mannopyranosides were selectively obtained by the glycosidations of 1 and various alcohols employing SO4/ZrO2 in the presence of molecular sieves 5A? in Et2O at 25°C for 15 h.

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