6801-93-0

Basic information

• Product Name: 1-octyl-β-D-mannopyranoside
• CAS NO: 6801-93-0
• Molecular Weight: 292.373
• Mol File: 6801-93-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-octyl-β-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1-octyl-β-D-mannopyranoside(6801-93-0)
• EPA Substance Registry System: 1-octyl-β-D-mannopyranoside(6801-93-0)

Safety Data

• Hazardous Substances Data: 6801-93-0(Hazardous Substances Data)

Upstream product

• 71091-89-9 n-octyl triflate 
• 128299-96-7 n-octyl 2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 111-87-5 octanol 
• 267890-72-2 n-octyl 2,3,4,6-tetra-O-benzyl-β-D-mannopyranoside 

Downstream Products

• 1173893-91-8 C₃₃H₄₂O₆ 
• 141936-72-3 Octyl endo-2,3:4,5-di-O-benzylidene-β-D-mannopyranoside 
• 141936-71-2 Octyl exo-2,3:4,6-di-O-benzylidene-β-D-mannopyranoside 

Relevant articles and documents

A simple polar deacetylated caloporoside derivative is a positive modulator of the GABA(A) chloride channel complex in cortical mammalian neurones

Synthesis of octyl-O-β-D-mannopyranoside, a caloporoside analogue was achieved by the activation of 2,3,4,6-tetra-O-benzyl-1-O-1',3'2'-dioxaphosphacy clohexane-α,β-D-mannopyranosyl-2-oxide with TMSOTf (Trimethyl silyl triflate) and subsequent debenzylation. At 100 μM the molecule significantly and reversibly increased the magnitude of GABA(A) currents evoked in cultured rat pyramidal neurones whilst concomitantly reducing the incidence of spontaneous synaptic activity. These results contradict earlier proposals that such molecules bind to the TBPS (tert-Butylbicyclophosphorothionate) site to block the chloride channel. (C) 2000 Elsevier Science Ltd. All rights reserved.

Polyvinyl trisulfonate ethylamine based solid acid catalyst for the efficient glycosylation of sugars under solvent free conditions

Heterogeneous Bronsted solid acid catalysts have the potential to decrease the environmental impact related to chemical production. Herein, we have synthesized polyvinyl bound trisulfonate ethylamine chloride (PV-THEAC) and polyvinyl bound disulfonate ethylamine (PV-DSEA) as Bronsted solid acid catalysts which exhibited effective catalytic activity for acid catalyzed glycosylation reactions with sugar derivatives. In particular, 0.3 equiv. of the PV-THEAC catalyst was found to be the most efficient and a reusable catalyst for glycosylation reactions. A high density of the trisulfonic group (-OSO3H) contributed to the excellent catalytic activity during glycosylation. Moreover, glycosylation reactions with d-mannose, d-xylose and d-glucose have been studied with alcohol. Remarkable acceleration of the glycosylation reaction using a glycosyltrichloroacetimidate donor was obtained with the selective production of β-glycoside.

Glycosylation mediated - BAIL in aqueous solution

The use of Br?nsted acid ionic liquid (BAIL) as a catalyst for the activation of unreactive and unprotected glycosyl donors has been demonstrated for the first time in aqueous solution.