Perform retrosynthetic analysis on the followingtwodrug molecules(50 marks per compound, 100 marks in total). Paracetamol Oseltamivir (Tamiflu) Your answer should include: Disconnection(s) Synthon and...

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Perform retrosynthetic analysis on the followingtwodrug molecules(50 marks per compound, 100 marks in total).

















Paracetamol

Image result for tamiflu structure
ParacetamolOseltamivir (Tamiflu)




Your answer should include:




  • Disconnection(s)

  • Synthon and synthon type (i.e. a2, d1)

  • FGI(s) if applicable

  • Suggested reagents

  • Suggested reaction type (i.e. aldol) and mechanism.


I would expect the assignment to not take up anymore than 1-2 sides of A4.

Answered 3 days AfterMar 09, 2021

Answer To: Perform retrosynthetic analysis on the followingtwodrug molecules(50 marks per compound, 100 marks...

Sunny answered on Mar 10 2021
141 Votes
Retrosynthetic of Paracetamol
Disconnection Approach: The C-N amide can be disconnected hence, th
e reaction will be reliable.

Forward Synthesis Mechanism:

Synthon: Two synthons are formed
Synthon type: d1 (Donor atom synthons)
Synthon a1 (Acceptor synthons)

Functional group: Mainly three functional groups present in paracetamol synthesis
i. -OH (Hydroxyl group)
ii. HN-CO-R (Amide group)
iii. Aromatic group (Benzene ring)
FGI: The second step of retrosynthetic is to convert -NH2 to –NO2 group.
Reagents:
1. HNO3/H2SO4 (Used for Nitration)
2. H2, Pd/C (Lindlar Catalyst) Used for Reduction
3. Acetic anhydride (Under that condition keep phenol unionised)
Reaction Type: Generally 4-aminophenol reacts with acetic anhydride and amide bond will form with...
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