N-Carbobenzyloxy-L-valine is a protected amino acid derivative featuring a benzyloxycarbonyl (Cbz) group appended to the N-terminus of L-valine. The compound incorporates a branched aliphatic side chain characteristic of valine, with the Cbz moiety comprising a benzyl ester of carbonic acid, conferring orthogonal protection compatibility in peptide synthesis. This impurity arises during the synthetic pathway of valine-derived APIs, typically via incomplete deprotection or side reactions involving the Cbz group. Its structural stability and distinct chromophoric properties enable its use as an HPLC reference standard for quantifying residual protected species in API purification processes.
On Request3588-63-4
CC(C)C(C(=O)O)NC(=O)OCC1=CC=CC=C1
InChI=1S/C13H17NO4/c1-9(2)11(12(15)16)14-13(17)18-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,17)(H,15,16)
CANZBRDGRHNSGZ-UHFFFAOYSA-N