86389-09-5

Upstream product

• 86388-95-6 Ethyl 2-C-acetoxymethyl-1,3,5-tri-O-acetyl-1-thio-α-D- and β-L-ribofuranoside 
• 86389-01-7 Ethyl 2-C-acetoxymethyl-3,5-di-O-acetyl-1-thio-α-D- and β-L-ribofuranoside 
• 469-33-0 (2S,3R,4R,5R)-3,5-Bis-hydroxymethyl-tetrahydro-furan-2,3,4-triol 

Relevant academic research and scientific papers

A highly stereoselective intramolecular aldol condensation. Part II. Synthesis of D,L-hamamelose from 2,2'-O-methylene-bis-D-glycerose

D,L-Hamamelose (2-C-hydroxymethyl-D,L-ribose) has been synthesized from 2,2'-O-methylene-bis-D-glycerose by application of the sequential reactions aldol condensation, mercaptolysis, and demercaptalation.The structures of the intermediate thioglycosides of D,L-hamamelose have been established by use of 1Hmr and 13Cmr spectroscopy.The exact composition of the equilibrium mixture of D,L-hamamelose in aqueous solution has also been established by the concomitant use of 1Hmr and 13Cmr spectroscopy.D-Hamamelose has been obtained from the D,L-mixture by preferential crystallization.