267890-72-2

Upstream product

• 111-87-5 octanol 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-mannopyranose 
• 872-99-1 2-chloro-2-oxo-1,3,2-dioxaphosphorinane 
• 78153-79-4 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl fluoride 

Downstream Products

• 6801-93-0 1-octyl-β-D-mannopyranoside 

Relevant academic research and scientific papers

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.

Formation of O-glycosidic linkages from 1-hydroxy sugars by bismuth(III) triflate-catalyzed dehydrative glycosidation

This paper describes the direct formation of various O-glycosidic linkages from 1-hydroxy sugars by bismuth(III) triflate-catalyzed dehydrative glycosidation. The condensation reactions of 1 -hydroxy sugars with some primary alcohols in the presence of on

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 new glycosylation strategy for the synthesis of mannopyranosides

Activation of the anomeric centre of 1-O-2,3,4,6-tetra-O-benzyl-D-mannopyranosyl propane-1,3-diyl phosphate in the presence of trimethylsilyl triflate allowed the preparation of α- or β-manno-linked glycosides. Copyright (C) 2000 Elsevier Science Ltd.

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.