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Converting Fischer structures to Haworth and chair forms.

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Presentation on theme: "Converting Fischer structures to Haworth and chair forms."— Presentation transcript:

1 Converting Fischer structures to Haworth and chair forms

2 Start with the Fischer (Rosanoff) structure D-glucose

3 Form the pyranose ring n D: CH 2 OH at C5 goes up n L: CH 2 OH at C5 goes down 5

4 This is a D-sugar

5 Determine alpha or beta n If OH at C1 is on the same side of the ring as the CH 2 OH group, the sugar is beta n If the OH at C1 is on the opposite side of the ring as the CH 2 OH group, the sugar is alpha n Let’s make our example beta

6 The beta anomer Same side

7 What remains to be done? n We need to know the configuration of the OH groups at carbons 2, 3, and 4 n How do we do this? n Go back to the Fischer (Rosanoff) projection n Then lay it over on it’s side to the right

8 Fischer structure D-glucose

9 Place remaining OH groups n Put the remaining OH groups on the Haworth ring at C2, C3, and C4 in the same orientation (up or down) as they are in the leaned over Fischer/Rosanoff structure

10 Beta-D-glucopyranose

11 Haworth to chair form


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