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R or S Designation Clavulanic Acid

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Please help with the following problem.

In clavulanic acid there is a carbon-atom that that has an oxygen-atom, a nitrogen-atom, and a carbon atom attached to it. Please show me how to assign the proper designation, R or S to this carbon atom.

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Solution Summary

This solution helps with assigning the proper R or S designation for carbon atoms in clavulanic acid. Concepts discusses include chemical diagrams, chiral centers, substitutes, atoms and designations. The expert provides chemical diagrams along with explanations for each question.

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Problem: In clavulanic acid there is a carbon-atom that that has an oxygen-atom, a nitrogen-atom, and a carbon atom attached to it. Please show me how to assign the proper designation, R or S to this carbon atom.

Solution:

Please see the attached file for chemical diagrams.

Consider the chiral centers marked as 2 and 5 (the carbon which is connected to four different substituents)
The R and S designation is given as

(see attached for diagram)

Select the four ...

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