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

Question

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 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.

Sunny · Accepted Answer

Retrosynthetic of Paracetamol 
Disconnection Approach:  The C-N amide can be disconnected hence, the 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:

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...

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

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