Transcript 1.2.10 Chirality in Pharmacautical Synthesis

Week 9
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Describe the acid and base hydrolysis of polyesters and polyamides.
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Outline the role of chemists in the development of degradable polymers.
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Explain that condensation polymers may be photodegradable and may be
hydrolysed.
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Week 9
Acid and base hydrolysis of the polyester Terylene
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Week 9
Acid and base hydrolysis of the polyamide nylon-6,6
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Week 9
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Identify the functional groups in an aliphatic molecule containing several
functional groups.
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Predict properties and reactions of aliphatic molecules containing several
functional groups.
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Devise multi-stage synthetic routes for preparing aliphatic organic
compounds.
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Week 9
Summary of the reactions of aliphatic functional groups
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Week 9
Synthesis of 3-aminopropan-1-ol from 3 chloropropanal
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Week 9
Converting the aldehyde group to an alcohol functional group
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Week 9
Conversion of the halogenoalkane to the amine
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Week 9
Some important aromatic reactions
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Week 9
Structures of benzene and 3-chloronitrobenzene
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Week 9
Converting benzene into nitrobenzene
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Week 9
Chlorination of an aromatic ring
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Chirality in Pharmaceutical
Synthesis
• Explain that the synthesis of pharmaceuticals often
requires the production of a single optical isomer.
• Explain that synthetic molecules often contain a mixture
of optical isomers, whereas natural molecules often have
only one optical isomer.
• Explain that the synthesis of a pharmaceutical that is a
single optical isomer increases costs, reduces side effects
and improves pharmacological activity.
• Describe strategies for the synthesis of a pharmaceutical
with a single optical isomer.
Stereoisomers of thalidomide
Pharmacological activity depends on whether or not a drug
can interact with a receptor site in a biological system.
Structure of ibuprofen, used in many medicines to
relieve pain