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Glycoside
28. Carbohydrates / Glycoside / Problem 2

Some protecting groups can protect two hydroxy groups on a carbohydrate at the same time. One such group protects the OH groups at carbon 4 and carbon 6 of β-D-mannose, as shown below. 

Chemical structure of a glycoside protecting group on β-D-mannose.

a. To what functional group does this protecting group belong? 

b. What reagent is employed in the synthesis of such protected compounds? 

c. When this blocking group is coupled with β-D-mannose, a new chiral center is formed. What is its location? 

d. Draw the compound's other stereoisomer and assess which stereoisomer should be more stable.

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