522632-89-9

Upstream product

• 522632-88-8 tert-butyl 5-[benzyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate 
• 72985-19-4 5-(bromomethyl)-2-methylbenzoic acid 
• 118-90-1 ortho-methylbenzoic acid 
• 123-76-2 levulinic acid 

Downstream Products

• 522632-93-5 benzyl 6,3'-O-(2-methyl-5-methylene-benzoyl)-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-α-D-glucopyranoside 
• 522632-92-4 2-Methyl-5-((2R,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-3-hydroxy-tetrahydro-pyran-2-ylmethoxymethyl)-benzoic acid (2R,4aR,6S,7R,8S,8aR)-7-benzyloxy-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 522632-91-3 2-Methyl-5-[(2R,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-ylmethoxymethyl]-benzoic acid (2R,4aR,6S,7R,8S,8aR)-7-benzyloxy-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 522632-90-2 5-(benzyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid-6-yloxymethyl)-2-methylbenzoic acid 

Relevant academic research and scientific papers

Reiterative intramolecular glycosylation supported by a rigid spacer

This paper describes a synthesis of trisaccharide 1 by reiterative intramolecular glycosidation with 5-(bromomethyl)-2-methylbenzoic acid (5a) as starting material for the generation of a rigid spacer. Intramolecular glycosidation of donor-acceptor-tethered compound 24 yielded disaccharide 25. Transesterification of 25 afforded 26, which generated a new linking centre for the next spacer. Repetition of the previous cycle on 26 yielded trisaccharide 1, which again presents an extension point for the synthesis of higher saccharides. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2003.