Z-O-benzyl-L-serine

Z-O-benzyl-L-serine is a protected L-serine derivative in which the amino acid side chain bears a hydroxymethyl group and the molecule is protected at the amino functionality as a benzyloxycarbonyl (Z) carbamate. The carboxyl group is present as part of the amino acid framework while the serine side-chain hydroxyl is masked as a benzyl ether (O-benzyl), and the stereochemistry is specified as L at the alpha carbon. In peptide and amino acid synthesis, this protected analogue functions as a stepwise coupling building block whose carbamate and benzyl ether protecting groups help control chemoselectivity and reduce undesired side reactions during assembly and subsequent deprotection.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP01830

CAS No:20806-43-3

Synonyms/Alias:Cbz-Ser(Bzl)-OH;20806-43-3;Z-Ser(Bzl)-OH;N-(Benzyloxycarbonyl)-O-benzyl-L-serine;AmbotzZAA1185;AC1ODTMB;PubChem19040;Cbz-O-benzyl-L-serine;N-Cbz-O-Benzyl-L-Ser-OH;AC1Q71D2;CHEMBL244208;SCHEMBL1024175;CTK4E5169;CYYRLHUAMWRBHC-INIZCTEOSA-N;MolPort-001-805-664;ACT10447;ZINC1640069;ANW-49975;CZ-045;MFCD00022029;N-benzyloxycarbonyl-O-benzyl-L-serine;O-benzyl-N-benzyloxycarbonyl-L-serine;AKOS015924162;AKOS016000196;CS13927

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M.F/Formula
C18H19NO5
M.W/Mr.
329.4
Abbr
Z-Ser(Bzl)-OH
InChI
1S/C18H19NO5/c20-17(21)16(13-23-11-14-7-3-1-4-8-14)19-18(22)24-12-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,19,22)(H,20,21)/t16-/m0/s1
InChI Key
CYYRLHUAMWRBHC-INIZCTEOSA-N
Canonical SMILES
C1=CC=C(C=C1)COCC(C(=O)O)NC(=O)OCC2=CC=CC=C2

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