128299-95-6

Basic information

• Product Name: n-octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS NO: 128299-95-6
• Molecular Weight: 460.522
• Mol File: 128299-95-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: n-octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: n-octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(128299-95-6)
• EPA Substance Registry System: n-octyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(128299-95-6)

Safety Data

• Hazardous Substances Data: 128299-95-6(Hazardous Substances Data)

Upstream product

• 111-87-5 octanol 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-D-mannopyranose 
• 71091-89-9 n-octyl triflate 
• 530-26-7 D-Mannose 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 83-87-4 D-Mannose pentaacetate 

Downstream Products

• 128299-96-7 n-octyl 2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside 
• 187140-04-1 octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside 
• 187140-03-0 octyl 2,3-di-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranoside 
• 187140-00-7 octyl 2,3-di-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-α-D-mannopyranoside 
• 187140-01-8 octyl 2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranoside 
• 187139-97-5 octyl 2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-α-D-mannopyranoside 
• 857633-31-9 octyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside 
• 857633-38-6 octyl 2,3,4-tri-O-benzoyl-6-deoxy-6-iodo-α-D-mannopyranoside 
• 857633-32-0 octyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 
• 857633-42-2 octyl 2,3,4-tri-O-benzoyl-6-deoxy-α-D-mannopyranoside 
• 950602-63-8 octyl 6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside 

Relevant articles and documents

Molecular recognition of carbohydrates by zinc porphyrins: Lewis acid/Lewis base combinations as a dominant factor for their selectivity

A systematic study of the binding of carbohydrates by functionalized zinc porphyrins indicated that [5,15-bis(8-quinolyl)porphyrinato]zinc(II) (1) showed marked affinity for octyl glucoside and mannoside in CHCl3 (-ΔG°= 4.5-6.3 kcal mol-1

Boronic Acids as Phase-Transfer Reagents for Fischer Glycosidations in Low-Polarity Solvents

Protocols employing phenylboronic acid as a phase-transfer reagent for Fischer glycosidations in low-polarity organic solvents are described. In addition to providing rate acceleration, the formation of a substrate-derived boronic ester alters the course of the reaction by selective promotion of a furanoside- or pyranoside-selective pathway. Computational modeling of the relative energies of the glycoside-derived boronic esters provides results that are qualitatively consistent with the observed distributions of furanoside versus pyranoside products. The boronic esters that are obtained as direct products of these reactions serve as protected intermediates for the synthesis of functionalized glycosides. Complexation of particular diol groups by the boronic acid also enables selective transformations of mixtures of carbohydrates.

Synthesis of alkyl and cycloalkyl α-D-mannopyranosides and derivatives thereof and their evaluation in the mycobacterial mannosyltransferase assay

The synthesis of a series of alkyl (having from C6 to C20 aglycones), cyclohexyl, and cyclohexylalkyl α-Dmannopyranosides, 6-deoxygenated analogs, thioglycosides, and sulfones derived thereof, is reported. Here, under the in vitro assay conditions used, n