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Z-Asp(OtBu)-bromomethylketone

Z-Asp(OtBu)-bromomethylketone is a protected aspartic acid derivative featuring an Asp side chain bearing a tert-butyl ester (Asp(OtBu)) and an N-terminal benzyloxycarbonyl (Z) protecting group, along with a bromomethyl ketone functionality appended as a carbonyl-containing electrophile. The molecule contains a ketone and a bromomethyl group that can act as a reactive electrophilic handle, while the carboxyl functionality is masked as the tert-butyl ester and the amino functionality is protected by the Z carbamate, reducing undesired side reactions during chemical transformations. It is used as a peptide-related intermediate or electrophilic amino acid building block in synthetic chemistry and chemical biology workflows that require controlled incorporation of an aspartate-derived motif and an activated carbonyl for subsequent conjugation, labeling, or stepwise assembly of more complex amino acid and peptide derivatives.

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

CAT No: CP26417

CAS No:153088-76-7

Synonyms/Alias:Z-Asp(OtBu)-bromomethylketone;153088-76-7;Z-L-asparticacidbeta-tert-butylesterbromomethylketone;Z-L-asparticacid4-tert-butylester1-bromomethylketone;AC1ODTZA;SCHEMBL79537;95990_ALDRICH;95990_FLUKA;CTK8E6743;PBVFTOAYKLEQQO-ZDUSSCGKSA-N;ZINC2567653;AKOS025294582;RT-016311;(S)-3-benzyloxycarbonylamino-5-bromo-4-oxo-pentanoicacidtert-butylester;tert-butyl(3S)-5-bromo-4-oxo-3-(phenylmethoxycarbonylamino)pentanoate

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M.F/Formula
C17H22BrNO5
M.W/Mr.
400.27
Size
250 mg;1 g;
InChI
1S/C17H22BrNO5/c1-17(2,3)24-15(21)9-13(14(20)10-18)19-16(22)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,19,22)/t13-/m0/s1
InChI Key
PBVFTOAYKLEQQO-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C(=O)CBr)NC(=O)OCC1=CC=CC=C1

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