How to Carry out a Multistep Synthesis – Part 2

Multistep synthesis is the artificial execution of multiple organic chemical reactions to obtain one or more products by physical and chemical manipulations.


Retrosynthetic analysis is a problem-solving approach in the organic syntheses, achieved by transforming a target molecule into simpler precursor structures regardless of any potential reactivity/interaction with reagents, and repeated until a simple or commercially available structure is reached, which can be used as a starting material to synthesize the target molecule.

Question:

How would you do the following transformation?



Click/tap here to enlarge the image

Solution infographic:



Click/tap here to enlarge the image

SN2 = Nucleophilic substitution bimolecular, Nu = Nucleophile, LG = Leaving group

A radical-substitution reaction is a substitution reaction involving free- radicals as a reactive intermediate.

A strong Nu forms a new bond to an sp3-hybridized C-atom via a backside attack, while the LG detaches from the reaction center in a concerted manner in the SN2 reaction.

Let's keep in mind that any multistep synthesis is possible via several routes ❗Questions ❓ Let Chemaficionado know in the comments below or at mychemistryhomework@gmail.com❗

NOTE: Post updated since published

References:

(1)    Wikipedia Contributors. Chemical synthesis. Wikipedia. https://en.wikipedia.org/wiki/Chemical_synthesis.

‌(2)    Retrosynthetic analysis. Wikipedia. https://en.wikipedia.org/wiki/Retrosynthetic_analysis.

(‌3)    Wikipedia Contributors. Radical substitution. Wikipedia.

(4)    SN2 reaction. Wikipedia. https://en.wikipedia.org/wiki/SN2_reaction.

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