76679-50-0

Upstream product

• 47727-93-5 2,3,4-tri-O-benzyl-D-glucopyranose 
• 76679-39-5 [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl trifluoromethanesulfonate 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 2771-55-3 2,3,4-Tri-O-benzyl-D-mannopyranose 
• 81005-45-0 2,3,4-Tri-O-benzyl-(R-2,3-dihydroxypropyl)-β-D-mannopyranosid 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 81739-23-3 1,2-O-isopropylidene-3-O-<6-O-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-β-D-glucopyranosyl>-sn-glycerol 
• 81005-45-0 2,3,4-Tri-O-benzyl-(R-2,3-dihydroxypropyl)-β-D-mannopyranosid 
• 81692-26-4 Trifluoro-methanesulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-tetrahydro-pyran-2-ylmethyl ester 

Relevant academic research and scientific papers

O-Alkylierung am anomeren Zentrum, 4. 1-O-Alkylierung von D-Mannofuranose und D-Mannopyranose

From 1-O-metallated 2,3;5,6-di-O-isopropylidene-D-mannose (1) and strong alkylating agents (triflates) β-D-mannofuranosides were obtained, addition of crown ether resulted in α-D-mannofuranoside formation.From the 6-O-unprotected D-mannose 7 a similar ste

A simple approach to the syntheesis of a membrane teichoic acid fragment of Staphylococcus aureus

The triflate procedure of Schimdt at al. enabled us to synthesize the glycolipid, 1,2-di-O-stearoyl-3-O--sn-glycerol.Phorphsorylation of this compound with an activated and properly protected phosphatidyl derivative gave a phosphotriester derivative which, after deblocking of all protective grouops, afforded a naturally occurring teichoic acid fragment.

SYNTHESIS OF α- AND β-GLYCOPYRANOSIDES via 1-O-ALKYLATION

1-O-Alkylation of partly protected glucopyranose 1 and galactopyranose 13 led to a convenient, short term synthesis of β-glycosides and β-disaccharides 4a-d and 14.Glucopyranose 2 with a bulky protective group at O-6 yielded exclusively the α-anomer (isomaltoside derivative) 5.