How do you draw a chair conformation from a fischer projection?

1 Answer
Jan 13, 2018

Answer:

See below...
I will explain it on D-glucose.

Explanation:

D-glucose
upload.wikimedia.org
The most important thing to draw the correct conformation of a sugar, D-glucose, is to pay attention to the stereochemistry from C-2 to C-5, because any change in the configuration of these stereogenic centers changes the identity of the sugar D-glucose.

At first we need to change the hydroxyl group on C-5 in the proper orientation.
enter image source here
To draw the chair conformation of D-glucose you need to know the orientations of the axial and equatorial bonds on carbon atoms of the chair conformation.
img.sparknotes.com
Below you can see how to determine what goes up and what goes down on the ring.
http://www.chtf.stuba.sk/~szolcsanyi/education/files/Chemia%20heterocyklickych%20zlucenin/Prednaska%206/Odporucane%20studijne%20materialy/Drawing%20sugar%20structures.pdf

www.chm.bris.ac.uk
The final result: a chair conformation of D- glucose with equatorial and axial bonds.