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Question: How can I convert L-xylose bond line view to Fischer projection?...

How can I convert L-xylose bond line view to Fischer projection?

Explanation

Solution

We know that using wedge and dash notation, solid lines (sticks) represent chemical bonds in the plane of the surface. Black wedges represent chemical bonds coming toward you, while dashed lines are for bonds that extend back behind the surface.

Complete step by step solution:
A Fischer projection represents every chiral center as a cross. The horizontal line represents bonds extending out of the plane of the paper. The vertical line represents bonds extending behind the plane of the paper. The Fischer projection of L-xylose is

Here's how to convert the wedge-dash structure of L-xylose to its Fischer projection.
Arrange the molecule so that the chiral carbons and the longest continuous chain are in a vertical line. C1C-1 (the aldehyde group) goes at the top.
Draw horizontal lines to make crosses at C2, C3,C-2,\text{ }C-3, and C4.C-4.
Put the C4 OHC-4\text{ }OH group on the correct side of the cross. We must view the molecule from the correct angle. This is an L-sugar, so the OHOH must be on the left, and C4C-4 must be closest to our eye. We must view the molecule from the lower left. We put the OHOH on the left arm of the cross. The HH atom goes on the right.
Put the C3 OHC-3\text{ }OH group on the correct side of the cross. The OHOH is on the left, but C3C-3 is furthest from our eye. We must rotate C3C-3 to bring it near our eye. The OHOH then rotates to the right. We put the OHOH on the right arm of the cross. The HH atom goes on the left.
Put the C2 OHC-2\text{ }OH group on the correct side of the cross. The OHOH group is on the left, and C2C-2 is closest to our eye. We put the OHOH on the left arm of the cross. The HH atom goes on the right. We now have the Fischer projection of L-xylose.

Note:
Remember that the wedges are now on the right, and the dashes are on the left. It is as if we had wrapped the chain around a cylindrical tube. When you flatten the structure onto the surface of the cylinder, you get the Fischer projection of D-glucose. Understanding the concept of wedge and dash helps to understand stereochemistry and spectroscopy which is an important aspect in research.