Z-L-glutamic acid α-benzyl ester

Z-L-glutamic acid α-benzyl ester is a protected, esterified derivative of L-glutamic acid featuring a glutamate backbone bearing an α-benzyl ester and a Z (benzyloxycarbonyl) protecting group on the amino functionality. The molecule contains a carboxylate esterified as the benzyl ester while the Z-carbamate masks the α-amino group, leaving the side-chain carboxylic acid of glutamate unprotected for controlled chemoselective transformations. Z-L-glutamic acid α-benzyl ester is used as a substrate and intermediate in peptide and amino acid derivative synthesis, where the orthogonal protection pattern supports stepwise functionalization and downstream conversion of the side-chain carboxyl group into activated derivatives for coupling.

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

CAT No: CP00742

CAS No:3705-42-8

Synonyms/Alias:3705-42-8;Z-Glu-OBzl;Cbz-Glu-Obzl;Cbz-L-Glutamicacid1-benzylester;Z-L-Glu-OBzl;N-Cbz-L-glutamicAcidBenzylEster;(S)-5-(Benzyloxy)-4-(((benzyloxy)carbonyl)amino)-5-oxopentanoicacid;N-Carbobenzyloxy-L-glutamicAcidO-BenzylEster;(4S)-5-oxo-5-phenylmethoxy-4-(phenylmethoxycarbonylamino)pentanoicacid;AmbotzZAA1170;AC1ODUWU;PubChem14965;1-BenzylN-Cbz-L-glutamate;KSC495Q4B;SCHEMBL677997;CTK3J5840;MolPort-006-391-940;ACT06558;Z-L-glutamicacid|A-benzylester;ZINC1678265;1-BenzylN-Carbobenzoxy-L-glutamate;CZ-071;AKOS015906758;AM81728;N-Cbz-L-glutamicAcid1-BenzylEster

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M.F/Formula
C20H21NO6
M.W/Mr.
371.4
Abbr
Z-Glu-OBzl
InChI
1S/C20H21NO6/c22-18(23)12-11-17(19(24)26-13-15-7-3-1-4-8-15)21-20(25)27-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,21,25)(H,22,23)/t17-/m0/s1
InChI Key
VWHKODOUMSMUAF-KRWDZBQOSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)C(CCC(=O)O)NC(=O)OCC2=CC=CC=C2

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