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.