Question

I simply need to know what the product formula would be in this reaction. Thank you!!!

Experiment 5-Protection of a Carbohydrate: Acetal formation from α-Methylglucopyra noside Reading: Klein 2nd Ed pp 941-943 (acetal formation), 1166-1167 (carbohydrate structure and reactions) Introduction Carbohydrates are a vital part of natural processes: many cellular receptors involve multiple carbohydrates appended to proteins and other biomacromolecules. Synthesizing sugar derivatives is therefore a tremendously important research area in organic chemistry. The problem with sugar chemistry is that all the basic carbohydrates have multiple different alcohol groups, as well as multiple conformations and structures. Experimental techniques that allow selective protection of alcohols in sugar derivatives are an important first step in complex syntheses of polysaccharides. Here, you will perform one of these protections: a selective acetalization of a glucopyranose derivative OH OCH3 catalytic HO OCH3 HO HO OH OH OH CH CH3 H3C Figure 1. Reaction Scheme

Answer 1

For the reaction,

        Name                                           Formula              MW         mol-eq       mmol         amount

a-methylglucopyranoside                     C7H14O6           194.18        1.0            2.57            500mg

benzaldehyde dimethylacetal               C9H12O2           152.19        1.8            4.66            700uL

p-toluenesulfonic acid                          C7H8SO3            172.20       0.005        0.014           25mg

acetonitrile                                            CH3CN                   -                 -               -                10mL

triethylamine                                         (Et)3N                     -                0.03        0.072           2drops  

product                                                C14H16O6           280.00