73415-91-5

Basic information

• Product Name: methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside
• Synonyms: methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside
• CAS NO: 73415-91-5
• Molecular Weight: 464.558
• Mol File: 73415-91-5.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside(73415-91-5)
• EPA Substance Registry System: methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside(73415-91-5)

Safety Data

• Hazardous Substances Data: 73415-91-5(Hazardous Substances Data)

Upstream product

• 76491-21-9 Methyl 2-deoxy-2-iodo-3,4,6-tri-O-benzyl-α-D-manno-hexopyranoside 
• 73938-77-9 methyl 3,4,6-tri-O-benzyl-2-O-(methylsulfonyl)-β-D-mannopyranoside 
• 20672-66-6 3,4,6-tri-O-benzyl-D-mannopyranose 
• 74-88-4 methyl iodide 
• 104652-37-1 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-β-D-mannopyranose 
• 104684-56-2 3,4,6-tri-O-benzyl-2-O-benzylsulfonyl-α-D-mannopyranosyl chloride 
• 301645-80-7 phenyl 2-O-(prop-1-enyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 40246-31-9 methyl 3,4,6-tri-O-benzyl-β-D-arabinohexopyranoside-2-ulose 
• 516-12-1 N-iodo-succinimide 
• 301645-81-8 phenyl 2-O-(2-iodo-1-methoxypropyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 67-56-1 methanol 
• 301645-84-1 phenyl 2-O-(1-benzyloxy-2-iodopropyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 358351-68-5 2-O-(2-iodo-1-methoxypropyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride 
• 244282-20-0 (2R,3R,4S,5S,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(2-iodo-1-methoxy-1-methyl-ethoxy)-6-phenylsulfanyl-tetrahydro-pyran 

Downstream Products

• 148926-05-0 methyl 3,4,6-tri-O-benzyl-2-O-methyl-α-D-glucopyranoside 
• 1384861-40-8 methyl 3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α/β-D-galactopyranosyl)-α-D-glucopyranoside 
• 1384861-39-5 methyl 2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4,6-tri-O-benzyl-α-D-glucopyranoside 
• 210534-62-6 C₂₈H₃₀O₆ 
• 148926-32-3 methyl 2-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-α-D-glucopyranoside 
• 1012046-01-3 methyl 3,4,6-tri-O-benzyl-2-O-(β-D-glucopyranosyl)-α-D-glucopyranoside 
• 131283-80-2 methyl 3,4,6-tri-O-benzyl-2-O-<α-D-mannopyranosyl 6-(diphenyl phosphate)>-β-D-mannopyranoside 
• 112289-17-5 benzyl 2-O-(2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-15-3 benzyl 2-O-(2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112468-78-7 benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside 
• 112289-10-8 O-(2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyanoside 
• 112289-16-4 benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside 
• 112346-24-4 2-O-allyl-3,4,6-tri-O-benzyl-1-O-p-nitrobenzoyl-α-D-glucopyranose 
• 112289-18-6 2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose 

Relevant articles and documents

Arylboronic acid-mediated glycosylation of 1,2-dihydroxyglucoses

- We explored direct dehydrative coupling of tetrahydro-2H-pyran-2,3-diol or a 1,2-dihydroxy sugar with various alcohols using a range of arylboronic acids. Among the catalysts, 2-borono-4-trifluoromethylbenzoic acid efficiently promoted acetalization of tetrahydro-2H-pyran-2,3-diol. Ferroceniumboronic acid showed the best catalytic activity for glycosylation of the 1,2-dihydroxy sugar. The major products were 1,2-cJi-a-D-glucopyranosides.

Stereoselective β-mannosylation via anomeric O-alkylation: Formal synthesis of potent calcium signal modulator acremomannolipin A

Stereoselective β-mannosylation has been investigated via cesium carbonate-mediated anomeric O-alkylation of D-mannose-derived lactol with various electrophiles. It was found that electrophiles bearing trifluoromethanesulfonate (triflate) as the leaving g

Triisobutylaluminium and dusobutylaluminium hydride as molecular scalpels: The regioselective stripping of perbenzylated sugars and cyclodextrins

To explain the remarkable regioselective de-O-benzylating properties of diisobutylaluminium hydride (DIBAL-H) and triisobutylaluminium (TIBAL) towards polybenzylated sugars or cyclodextrins, we propose a plausible mechanistic rationale critically involving the kinetic formation of a product-generating 2:1 Al-benzylated sugar complex. For the reaction to occur, one pair of adjacent oxygen atoms should first be able to form a chelation complex with the first equivalent of aluminium reagent, either a highly fluxional complex with tetracoordinate aluminium species or a pentacoordinate one. The second equivalent then induces the regioselectivity of the de-O-alkylation by coordinating preferentially to one of the oxygen atoms of the selected pair.