EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
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Chapter 16.6, Problem 10P

a)

Interpretation Introduction

Interpretation:

The structure of the given sugar β-D-galactopyranose is to be drawn by using Haworth projections.

Concept Introduction:

Concept introduction:

The Haworth projection: A Haworth projection is a three-dimensional representation of monosaccharides and the structural formula is inscription as a cyclic structures.

In Haworth projection, oxygen atom is placed in back right corner, CH2OH is arranged up at the C5 carbon atom. Anomeric hydroxyl group is placed down if it is α-anomer which is trans to the CH2OH of C5 carbon. The remaining hydroxyl group is placed up if the hydroxyl group left side in Fischer projection. Hydroxyl group is placed down if the hydroxyl group right side in Fischer projection

Furanose: A five-member closed chain form of a monosaccharide.

Pyranose: A six-member cyclic form of a monosaccharide.

b)

Interpretation Introduction

Interpretation:

The structure of the given sugar α-D-tagatopyranose is to be drawn by using Haworth projections.

Concept Introduction:

The Haworth projection: A Haworth projection is a three-dimensional representation of monosaccharides and the structural formula is inscription as a cyclic structures.

In Haworth projection, oxygen atom is placed in back right corner, CH2OH is arranged up at the C5 carbon atom. Anomeric hydroxyl group is placed down if it is α-anomer which is trans to the CH2OH of C5 carbon. The remaining hydroxyl group is placed up if the hydroxyl group left side in Fischer projection. Hydroxyl group is placed down if the hydroxyl group right side in Fischer projection

Furanose: A five-member closed chain form of a monosaccharide.

Pyranose: A six-member cyclic form of a monosaccharide.

c)

Interpretation Introduction

Interpretation: The structure of the given sugar α-D-Glucopyranose is to be drawn by using Haworth projections.

Concept Introduction:

The Haworth projection: A Haworth projection is a three-dimensional representation of monosaccharides and the structural formula is inscription as a cyclic structures.

In Haworth projection, oxygen atom is placed in back right corner, CH2OH is arranged up at the C5 carbon atom. Anomeric hydroxyl group is placed down if it is α-anomer which is trans to the CH2OH of C5 carbon. The remaining hydroxyl group is placed up if the hydroxyl group left side in Fischer projection. Hydroxyl group is placed down if the hydroxyl group right side in Fischer projection

Furanose: A five-member closed chain form of a monosaccharide.

Pyranose: A six-member cyclic form of a monosaccharide.

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D-Arabinose can exist in both pyranose and furanose forms. a. Draw the α and β anomers of D-arabinofuranose. b. Draw the α and β anomers of D-arabinopyranose.
3. Draw the Haworth projection of D-mannopyranose with a beta anomeric configuration: CHO HO -H HO -H H- -OH I -OH CH₂OH 4. Draw a trisaccharide consisting of a central D-mannopyranose with two additional mannopyranose residues linked to it: one o(1-6) and one (1-4):
Draw a Haworth projection for each compound using the structures. α-D-tagatofuranose
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