b) Disaccharide E is a reducing sugar. It is hydrolyzed by an α-glycosidase enzyme, which means it contains an α-glycoside link. Treatment of E with Ag2O and excess MeDgives an octamethyl derivative F. Hydrolysis of F indilute aqueous acid gives the pair of molecules shown below. Write the structures of E and F. (If thestereochemistry at a particular carbon is not determined by the above data, indicate this with a wavy line asshown below.)HO OMeOMeMeOMeOOHOMeAm OHOMeOMe

Answered: Image /qna-images/answer/bf61b397-4d58-4f1c-98e3-778e797373f0.jpg

Answered: b) Disaccharide E is a reducing sugar.…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.59P

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A D-aldopentose A is oxidized to an optically inactive aldaric acid with HNO3. A is formed by the Kiliani–Fischer synthesis of a D-aldotetrose B, which is also oxidized to an optically inactive aldaric acid with HNO3. What are the structures of A and B?
The anticoagulant heparin is a polysaccharide that contains alternating residues of -D- glucuronic acid-6- sulfate and N-sulfo-D-glucosamine-6sulfate connected by (1 B 4)- glycosidic linkages. Draw a part of heparin that shows one each of the two residues.
Monosaccharide A is a D-aldotetrose. Treatment of A with nitric acid gives an optically inactive aldaric acid (B). Killiani-Fischer chain extension of A gives two products (C & D). C on treatment with NABH4, gives an alditol (E) that is optically active. D gives an alditol (F) that is NOT optically active. Give Fischer projections for A, B, CD, E, and E.
A chiral amine A having the R conguration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3, to form CH2 = O and CH3CH2CH2CHO. What are the structures of A and B?
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Draw the following monosaccharides, using chair conformations for the pyranoses andHaworth projections for the furanoses.(a) a-d-mannopyranose (C2 epimer of glucose)
Below are drawn the different chair conformations of the methyl glycoside of galactose. но он но он оМе OMe но- в A OH он (ii) Give the correct full name of compound A (= B) (ii) The name of the compound does not contain information on conformation (only configuration). Give the accepted conformational description for compound A and for compound B. (iv) Draw the Fischer projections of the open form of the corresponding reducing sugars of compound A (= B).
Will the reduction using NaBH4 of D-glucose and D-galactose give an optically active or inactive compound?Explain why and draw your solution.
The following trisaccharide derivative is important to human health.The stereochemistry of the anomeric carbon of the A rings is?
(a) Which of the d-aldopentoses will give optically active aldaric acids on oxidation with HNO3 ?(b) Which of the d-aldotetroses will give optically active aldaric acids on oxidation with HNO3 ?(c) Sugar X is known to be a d-aldohexose. On oxidation with HNO3, X gives an optically inactive aldaric acid. WhenX is degraded to an aldopentose, oxidation of the aldopentose gives an optically active aldaric acid. Determine thestructure of X.(d) Even though sugar X gives an optically inactive aldaric acid, the pentose formed by degradation gives an opticallyactive aldaric acid. Does this finding contradict the principle that optically inactive reagents cannot form opticallyactive products?(e) Show what product results if the aldopentose formed from degradation of X is further degraded to an aldotetrose.Does HNO3 oxidize this aldotetrose to an optically active aldaric acid?
Mark the TRUE option with respect to the following compounds: a) (I) is a disaccharide formed by two aldoses b) (I) and (II) are reducing sugars c) (II) does not exhibit mutarotation d) the conformation presented in (II) is less stable than that of its anomer e) (I) gives positive Fehling reaction, while (II) gives negative

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