Z-N-Me-Glu(OtBu)-OH

Z-N-Me-Glu(OtBu)-OH is a protected, N-methylated glutamic acid derivative bearing a Z (benzyloxycarbonyl) group on the amino functionality and a tert-butyl ester on the side-chain carboxyl group, with the α-carboxylic acid present as a free carboxylic acid (-CO2H). The molecule contains an N-methyl substituent that modifies the amide-forming nitrogen reactivity, while the Z carbamate and OtBu ester protect the corresponding functional groups from undesired side reactions during peptide coupling chemistry. Z-N-Me-Glu(OtBu)-OH is used as a stepwise building block in peptide synthesis and related amino acid derivatization workflows, where orthogonal protection enables controlled handling of the α-amino and carboxyl functionalities while the side-chain carboxyl remains masked as an ester.

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

CAT No: CP27108

CAS No:42417-71-0

Synonyms/Alias:42417-71-0;Z-N-Me-Glu(OtBu)-OH;(S)-2-(((Benzyloxy)carbonyl)(methyl)amino)-5-(tert-butoxy)-5-oxopentanoicacid;AmbotzZAA1013;MolPort-008-269-404;ZINC2560786;AKOS016002131;AJ-40648;AK-49790;ST24035802;Z5871;K-8811;L-Glutamicacid,N-methyl-N-[(phenylmethoxy)carbonyl]-,5-(1,1-dimethylethyl)ester

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M.F/Formula
C18H25NO6
M.W/Mr.
351.4
Size
1 g;5 g;
InChI
1S/C18H25NO6/c1-18(2,3)25-15(20)11-10-14(16(21)22)19(4)17(23)24-12-13-8-6-5-7-9-13/h5-9,14H,10-12H2,1-4H3,(H,21,22)/t14-/m0/s1
InChI Key
XPZXECGLTZKQDX-AWEZNQCLSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)O)N(C)C(=O)OCC1=CC=CC=C1

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