Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2007

Quiz 25

1. (2 points) Show the expected product from the following reactions:


2. (2 points) Write a structure for the alpha-furanose form of D-threose (shown below).


3. (2 points) D-Altrose differs from D-glucose only at positions 2 and 3.
Write the best chair conformation for beta-D-altropyranose.


4. (2 points) D-Ribose is reduced by NaBH4 to an alditol. Write its structure.
One other sugar gives the same alditol - write its structure and name it.


5. (2 points) The sugar below is written in a non-standard form.

Identify the anomeric carbon with *.

Is it alpha or beta?

beta

Is it a reducing sugar?

yes

Describe its structure compared to D-glucose.

opposite stereochemistry (epimer) at C-3 (D-allose)