Each of 10 stereoisomeric sugar derivatives can be prepared via a multiple-step synthesis starting om either glucuronolactone 1D or its enantiomer 1L. (J. Org. Chem. 2012, 77, 7777-7792). 1L A. Draw the structure of 1L. 1D OH HO OH HO OH sugar derivative B. How many stereoisomers of 1D are possible? C. Now consider the 10 stereoisomeric sugar derivatives. Draw the structures of the eight chiral products (as pairs of enantiomers) and the two achiral products (hint: meso).
Carbohydrates
Carbohydrates are the organic compounds that are obtained in foods and living matters in the shape of sugars, cellulose, and starch. The general formula of carbohydrates is Cn(H2O)2. The ratio of H and O present in carbohydrates is identical to water.
Starch
Starch is a polysaccharide carbohydrate that belongs to the category of polysaccharide carbohydrates.
Mutarotation
The rotation of a particular structure of the chiral compound because of the epimerization is called mutarotation. It is the repercussion of the ring chain tautomerism. In terms of glucose, this can be defined as the modification in the equilibrium of the α- and β- glucose anomers upon its dissolution in the solvent water. This process is usually seen in the chemistry of carbohydrates.
L Sugar
A chemical compound that is represented with a molecular formula C6H12O6 is called L-(-) sugar. At the carbon’s 5th position, the hydroxyl group is placed to the compound’s left and therefore the sugar is represented as L(-)-sugar. It is capable of rotating the polarized light’s plane in the direction anticlockwise. L isomers are one of the 2 isomers formed by the configurational stereochemistry of the carbohydrates.
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