Chapter 18, Problem 18.43P

Interpretation Introduction

(a)

Interpretation:

The given cyclic sugar is to be named.

Concept introduction:

The name of a cyclic sugar is derived from its corresponding acyclic sugar. Depending on the position of the anomeric $\text{OH}$ and ${\text{CH}}_{\text{2}}\text{OH}$ substituents, the name of the sugar changes. If the anomeric $\text{OH}$ and ${\text{CH}}_{\text{2}}\text{OH}$ substituents are on the opposite sides, the corresponding anomer is an $\text{α anomer}$. If the anomeric $\text{OH}$ and ${\text{CH}}_{\text{2}}\text{OH}$ substituents are on the same side, then the corresponding anomer is a $\text{β anomer}$. The six-membered cyclic form of sugar is called a pyranose, and the five-membered form is called a furanose. Any $\text{D-sugar}$ is distinguished by having the $\text{OH}$ group of the highest-numbered asymmetric carbon appear on the right side in its Fischer projection. Epimers have opposite configuration at only one stereocenter.

Interpretation Introduction

(b)

Interpretation:

The given cyclic sugar is to be named.

Concept introduction:

The name of a cyclic sugar is derived from its corresponding acyclic sugar. Depending on the position of the anomeric $\text{OH}$ and ${\text{CH}}_{\text{2}}\text{OH}$ substituents, the name of the sugar changes. If the anomeric $\text{OH}$ and ${\text{CH}}_{\text{2}}\text{OH}$ substituents are on the opposite sides, the corresponding anomer is an $\text{α anomer}$. If the anomeric $\text{OH}$ and ${\text{CH}}_{\text{2}}\text{OH}$ substituents are on the same side, then the corresponding anomer is a $\text{β anomer}$. The six-membered cyclic form of sugar is called a pyranose, and the five-membered form is called a furanose. Any $\text{D-sugar}$ is distinguished by having the $\text{OH}$ group of the highest-numbered asymmetric carbon appear on the right side in its Fischer projection. Epimers have opposite configuration at only one stereocenter.