Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 25, Problem 25.31P
Interpretation Introduction

Interpretation:

When methyl-β-D-glucopyranoside is treated with benzaldehyde, it forms a six membered cyclic acetal.  The stable conformation of this acetal has to be drawn and the new chiral centre has to be identified.

Concept Introduction:

The benzaldehyde molecule is used as a protecting agent for some reactions.  In methyl-β-D-glucopyranoside the benzaldehyde acts as protecting group for C4 and C6 –OH groups by forming the cyclic acetal.

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