74560-57-9

Upstream product

• 79549-74-9 methyl 4,6-O-benzylidene-α-D-allopyranoside 
• 33842-02-3 dichloromethylenedimethyliminium chloride 
• 774-48-1 (diethoxymethyl)benzene 
• 74517-32-1 methyl α-D-idopyranoside 2,3-carbonate 
• 541-41-3 chloroformic acid ethyl ester 
• 74560-56-8 methyl 4,6-O-(S)-benzylidene-α-D-idopyranoside 
• 35437-40-2 methyl α-D-glucopyranoside 

Downstream Products

• 66512-65-0 methyl 4,6-O-(R)-benzylidene-α-D-idopyranoside 
• 74560-59-1 methyl 4,6-O-(R)-benzylidene-α-D-idopyranoside 2,3-carbonate 

Relevant academic research and scientific papers

The Reaction of N-Dichloromethylene-N,N-dimethylammonium Chloride (Viehe's Salt) with Some Carbohydrate Diols

The reaction of Viehe's salt (Me2N1+=CCl2Cl1-) with various carbohydrate diols (manno, allo) in the presence of a base is reported, the products being, after hydrolysis, either carbonate (with pyridine) or the carbamate (with triethylamine).A rationalization of the two different types of product formed is given in terms of the stereoelectronic control proposal by Deslongchamps.

THE 4,6-BENZYLIDENE ACETALS, AND THE CONFORMATION, OF METHYL α-D-IDOPYRANOSIDE

Methyl-α-D-idopyranoside and its 2,3-dimethyl ether give only the known 4,6-O-(S)-benzylidene acetals on benzylidenation.Methyl α-D-idopyranoside 2,3-carbonate was prepared, and it gave a small proportion of the (R)-benzylidene acetal, but, again, the (S)