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Why do organic chemists care about multistep
synthesis
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A good
illustration of the importance of organic synthesis comes
with drug making. Throughout history, drugs have primarily
been obtained from natural sources. The kings of Mesopotamia
smoked poppies to get at the hallucinogenic properties of
the opium alkaloids; Native Americans chewed aspirin-containing
willow bark for pain relief; Fleming discovered Penicillin
in a mould that grew on his staphylococcus bacteria plates.
Still today, natural product chemists extract compounds from
living things, characterize them, and test to see if those
compounds have biological activity.
But extracting
drugs from natural sources has its problems. Oftentimes, the
source of a drug is an exotic plant or fungus that does not
grow in large quantities. The extraction of these compounds
can also be difficult, or the source may not produce it in
large quantities. It is not uncommon to start with thousands
of pounds of a source material and extract just a few paltry
milligrams of the desired compound from it. Nature may be
a far better synthetic organic chemist than humans can ever
dream of becoming, but that does not mean that it produces
the needed quantities of material on demand. Clearly, it would
be impractical to take thousands of pounds of a species on
the verge of extinction to make just a few small doses of
a drug.
So what
then is the answer to get the desired compounds? Multistep
synthesis. Make the compounds from scratch. Take commercially
available starting materials and build up the desired molecule
using available reagents and techniques from the literature.
A great many of the drugs that you can buy from pharmacies
today were made by multistep syntheses, with enormous quantities
of starting materials and reagents added with front-end loaders
into gigantic reaction vessels. But all of that was first
planned out on paper by chemists, plotting the shortest, cheapest,
most elegant route available to the target compound (fortunately
for those in a sophomore organic class, only the length of
the synthesis is a factor).
Of course,
that doesn't mean that the application of multistep synthesis
is limited to drugs. It is not. It is used for many purposes,
and one thing that is great about the ability to make compounds
is that it gives the organic chemist free reign to pretty
much do anything in chemistry (which is why biochemists and
physical chemists are forced to collaborate with synthetic
organic chemists if they want to get anything done). In some
cases, multistep synthesis is even carried out for the act
of synthesis itself, and there are those who synthesize molecules
that have only "grant proposal activity" -- compounds
that may show enough biological activity to fund a grant proposal,
but not enough to make it to clinical trials -- and in these
cases, multistep synthesis is used as a framework to develop
new reactions, to test or to hone known reaction methods,
and (let's face it) as a stomping grounds for chemists to
flout their synthetic prowess.
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synthesis problems
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