Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 23, Problem 23.53SP

(a)

Interpretation Introduction

Interpretation:

The structure of methyl β-D-glucopyranoside is to be drawn.

Concept introduction:

Methyl β-D-glucopyranoside has molecular formula C7H14O6. A cyclic acetal form of sugar is known as glycoside. It is a non reducing sugar. Glycosides are generally furanosides or pyranosides.

(b)

Interpretation Introduction

Interpretation:

The structure of 2,3,4,6 tetra-O-methyl-D-mannopyranose is to be drawn.

Concept introduction

The molecular formula of 2,3,4,6 tetra-O-methyl-D-mannopyranose is C10H20O6. Four OCH3 groups are present in structure of 2,3,4,6 tetra-O-methyl-D-mannopyranose.

Pyranose is a six membered cyclic hemiacetal form of sugar.

(c)

Interpretation Introduction

Interpretation:

The structure of 1,3,6 tri-O-methyl-D-fructofuranose is to be drawn.

Concept introduction:

Furanose is a five membered cyclic hemiacetal form of a sugar. It consists of four carbon atoms and one oxygen atoms. Furanose rings have alpha and beta configuration.

(d)

Interpretation Introduction

Interpretation:

The structure of 2,3,4,6 tetra-O-methyl-β-D-glactopyranoside is to be drawn.

Concept introduction:

Pyranoside is a six membered glycoside. A cyclic acetal form of sugar is known as glycoside. It is a non reducing sugar. Glycosides are generally furanosides or pyranosides.

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Students have asked these similar questions
2. Each of 10 stereoisomeric sugar derivatives can be prepared via a multiple-step synthesis starting from either glucuronolactone 1D or its enantiomer 1L. (J. Org. Chem. 2012, 77, 7777-7792). 1L A. Draw the structure of 1L. 1D OH HO N 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).
Draw the structure of the following:a. D/L-glucose & D/L-fructoseb. α/β-D-glucopyranose & α/β-D-fructopyranosec. α/β-D-glucofuranose & α/β-D-fructofuranose
What is the glycosidic linkage present in the dissacharide?   A. α-(1→6)-α B. β-(2→1)-α C. α-(1→6)-β  D. α-(2→1)-β

Chapter 23 Solutions

Organic Chemistry (9th Edition)

Ch. 23.4 - Prob. 23.11PCh. 23.5 - Prob. 23.12PCh. 23.5 - Prob. 23.13PCh. 23.6 - Prob. 23.14PCh. 23.6 - Prob. 23.15PCh. 23.7 - Prob. 23.16PCh. 23.7 - Prob. 23.17PCh. 23.7 - Two sugars, A and B, are known to be glucose and...Ch. 23.7 - Prob. 23.19PCh. 23.8 - Prob. 23.20PCh. 23.8 - Prob. 23.21PCh. 23.8 - Prob. 23.22PCh. 23.8 - Prob. 23.23PCh. 23.8 - Prob. 23.24PCh. 23.9 - a. Show the product that results when fructose is...Ch. 23.9 - Prob. 23.26PCh. 23.9 - Prob. 23.27PCh. 23.9 - Prob. 23.28PCh. 23.10 - Prob. 23.29PCh. 23.10 - Prob. 23.30PCh. 23.10 - Prob. 23.31PCh. 23.11 - Prob. 23.32PCh. 23.11 - The Wohl degradation, an alternative to the Ruff...Ch. 23.11 - Prob. 23.34PCh. 23.11 - Prob. 23.35PCh. 23.12A - Prob. 23.36PCh. 23.12A - Give an equation to show the reduction of Tollens...Ch. 23.12A - Prob. 23.38PCh. 23.12B - Prob. 23.39PCh. 23.12C - Prob. 23.40PCh. 23.12C - Prob. 23.41PCh. 23.13A - Prob. 23.42PCh. 23.15 - Cytosine, uracil, and guanine have tautomeric...Ch. 23.15 - a. An aliphatic aminoglycoside is relatively...Ch. 23.16C - Prob. 23.45PCh. 23 - Prob. 23.46SPCh. 23 - Prob. 23.47SPCh. 23 - Prob. 23.48SPCh. 23 - Prob. 23.49SPCh. 23 - Prob. 23.50SPCh. 23 - Prob. 23.51SPCh. 23 - Prob. 23.52SPCh. 23 - Prob. 23.53SPCh. 23 - Prob. 23.54SPCh. 23 - Prob. 23.55SPCh. 23 - Prob. 23.56SPCh. 23 - Prob. 23.57SPCh. 23 - Prob. 23.58SPCh. 23 - Prob. 23.59SPCh. 23 - Prob. 23.60SPCh. 23 - Prob. 23.61SPCh. 23 - Prob. 23.62SPCh. 23 - Prob. 23.63SPCh. 23 - Draw the structure of a four-residue segment of...Ch. 23 - Retroviruses like HIV, the pathogen responsible...Ch. 23 - Prob. 23.66SPCh. 23 - Prob. 23.67SP
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