Z-O-benzyl-L-threonine is a protected threonine derivative in which the amino acid side chain is the β-hydroxyethyl group characteristic of threonine, while the α-amino functionality is protected as a Z (benzyloxycarbonyl) carbamate. The molecule bears an O-benzyl ether on the threonine hydroxyl, and the carboxyl group is present as the free acid, with the stereochemistry indicated as L for the threonine backbone. In peptide chemistry, this orthogonally protected amino acid is used as a substrate for stepwise coupling where the Z carbamate and O-benzyl ether help control chemoselectivity and suppress undesired side reactions involving the amino and side-chain hydroxyl groups during synthesis and subsequent derivatization.
CAT No: CP01926
CAS No:69863-36-1
Synonyms/Alias:69863-36-1;Z-Thr(Bzl)-OH;N-Z-O-Benzyl-L-threonine;Cbz-Thr(Bzl)-OH;N-Cbz-O-Benzyl-L-threonine;(2S,3R)-3-(Benzyloxy)-2-(((benzyloxy)carbonyl)amino)butanoicacid;(2S,3R)-3-(benzyloxy)-2-{[(benzyloxy)carbonyl]amino}butanoicacid;AmbotzZAA1248;PubChem19048;Z-O-benzyl-L-threonine;SCHEMBL1132569;CTK8G2094;FVKJXAYBJIAXAU-PBHICJAKSA-N;MolPort-003-936-062;ZINC2555075;KM1311;AKOS015924192;AKOS016001541;VA50552;O-benzyl-N-benzyloxycarbonyl-L-threonine;AJ-39689;AK-81341;AN-24900;K176;KB-62424
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