502635-87-2

Upstream product

• 502635-89-4 Acetic acid (2R,4aR,6R,7S,8R,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester 
• 502635-85-0 [(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-methanol 
• 67-56-1 methanol 

Downstream Products

• 502635-93-0 methyl 2,3-dideoxy-2,3-C-hydroxymethyl-2-C-p-tolylsulfonyl-β-D-altropyranoside 
• 502635-91-8 Acetic acid (2S,4aR,5S,6R,8R,8aS)-6-methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-ylmethyl ester 
• 502635-97-4 [(2S,4aR,5S,6R,8R,8aS)-6-Methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-yl]-methanol 

Relevant academic research and scientific papers

Photoreaction of methyl and phenyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-β-D-erythro-hex-2- enopyranosides in methanol

The title compounds were irradiated with a high-pressure mercury lamp in methanol to give 2-C-hydroxymethyl derivatives having the gluco, altro, and allo configurations as well as an SN2′ product. Equatorial attack of a hydroxymethyl radical slightly predominated over axial attack. During chromatographic separation on a silica gel column, partial migration of the 4,6-O-benzylidene group in the gluco and altro products occurred to yield the 3′,4-O-benzylidene derivatives.