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JEE PYQ: Biomolecules And Polymers Question 54

Question 54 - 2019 (10 Jan Shift 1)

The correct structure of product ‘P’ in the following reaction is:

Asn $-$ Ser + $(\text{CH}_3\text{CO})_2\text{O}$ (excess) $\xrightarrow{\text{NEt}_3}$ P

(1) Structure with NHCOCH$_3$ and OCOCH$_3$ on Ser

(2) Structure with NH$_2$ intact and OCOCH$_3$ on Ser

(3) Structure with OCOCH$_3$ on Asn and NH$_2$ on Ser

(4) Structure with OCOCH$_3$ on both and NHCOCH$_3$

Show Answer

Answer: (2)

Solution

Excess acetic anhydride with $\text{Et}_3\text{N}$ acetylates OH group of serine but preserves the amide $\text{NH}_2$ of asparagine.


Learning Progress: Step 54 of 65 in this series