182967-53-9

Upstream product

• 130192-76-6 methyl 2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 164322-53-6 Methyl 2-O-benzyl-4,6-O-benzylidene-3-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside 

Downstream Products

• 182967-54-0 Trifluoro-methanesulfonic acid (2R,4aR,6R,7R,8R,8aR)-7-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 130192-76-6 methyl 2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 

Relevant academic research and scientific papers

Ruthenium-catalysed epimerisation of carbohydrate alcohols as a method to determine the equilibria for epimer interconversion in hexopyranosides

Ruthenium-catalysed epimerisation of secondary carbohydrate alcohols was used to determine the thermodynamic equilibrium between non-anomeric epimers of partially protected glucose, mannose and allose derivatives. A cyclopentadienylruthenium catalyst was used to epimerise each of two pure epimeric alcohols in two separate experiments. The epimerisation reactions were run until the same ratio of epimers was obtained from the two experiments. Secondary carbohydrate alcohols can be epimerised using a cyclopentadienyl ruthenium complex. In this way, the relative stabilities of different hexopyranoside configurations can be determined.

SN2 displacement of carbohydrate triflates by 9-oximes of erythromycin a and of a tylosin derivative

The preparation of 9-O-glycosyloxime derivatives of erythromycin A (1) and tylosin (2) is reported. Access to this new class of macrolides was achieved from (E)-9-oxime of erythromycin A (3) and 9-oxime of tylosin 20-(1,3-dithiane) (4), by successful disp