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Topic: Stereochemistry (Read 1960 times)
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Monium101
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Stereochemistry
«
on:
July 06, 2014, 08:24:35 PM »
I'm having a rather difficult time grasping the concept of drawing pairs of entantiomers and pairs of disastereromers, so example how would I go about drawing these components for an amino acid such as leucine. I know first we can draw the diagram firsthand and label each wedge with the atoms and then we label them from 1-4 typically one has the highest priority since the atom there would have a greater atomic number and then go from there but after this point, everything else is a bit confusing. Can someone break it down for me in terms of labeling the structures first and arranging them please? Thanks in advance!
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discodermolide
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Re: Stereochemistry
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Reply #1 on:
July 06, 2014, 08:33:31 PM »
Look up the definition of enantiomers and diastereoisomers.
Then search for the Cahn-Ingold-Prelog system of assigning (R) and (S) to the chiral carbon atoms.
From your question I think this is what you are getting at.
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Monium101
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Re: Stereochemistry
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Reply #2 on:
July 06, 2014, 08:48:46 PM »
okay, once I have assigned R and S configurations on the chiral atoms how would I interpret the fact that diastereroisomers are basically stereoisomers that are not entantiomers into drawing them, im still a bit confused.
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discodermolide
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Re: Stereochemistry
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Reply #3 on:
July 07, 2014, 12:08:21 AM »
You use the same method:
where the undefined C-OH is a mixture of enantiomers. This compound is a diastereoisomer.
So the two chiral diastereoisomers are:
and
Note here the Smiles engine has labelled the molecules chiral and are not quite the same as I drew them. But it is correct.
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