Z-L-aspartic acid di-tert.butyl ester

Z-L-aspartic acid di-tert.butyl ester is a protected L-aspartic acid derivative in which the side-chain carboxyl group and the amino acid carboxyl functionality are converted to tert-butyl ester groups, while the amino group is protected as a Z (benzyloxycarbonyl, Cbz-type) carbamate. The molecule therefore contains two ester carbonyls and a carbamate-linked nitrogen, with the aspartate side chain retaining the β-carboxyl substitution pattern characteristic of aspartic acid but masked as tert-butyl esters to reduce free-carboxyl reactivity. In peptide synthesis and related derivative preparation, it functions as a stepwise-protected amino acid building block that can be used to control chemoselectivity by preventing undesired carboxyl participation until deprotection and subsequent coupling steps.

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

CAT No: CP00440

CAS No:42417-76-5

Synonyms/Alias:42417-76-5;Z-ASP(OTBU)-OTBU;C20H29NO6;ZINC2562529;Z-L-asparticaciddi-tert.butylester;AM81627;Z-L-asparticaciddi-tert??butylester;X5781;K-8812;N-(Benzyloxycarbonyl)-3-(tert-butyloxycarbonyl)-L-alaninetert-butylester;L-Asparticacid,N-[(phenylmethoxy)carbonyl]-,1,4-bis(1,1-dimethylethyl)ester

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M.F/Formula
C20H29NO6
M.W/Mr.
379.4
Abbr
Z-Asp(OtBu)-OtBu
InChI
1S/C20H29NO6/c1-19(2,3)26-16(22)12-15(17(23)27-20(4,5)6)21-18(24)25-13-14-10-8-7-9-11-14/h7-11,15H,12-13H2,1-6H3,(H,21,24)/t15-/m0/s1
InChI Key
LLSHFSUKBPXENM-HNNXBMFYSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C(=O)OC(C)(C)C)NC(=O)OCC1=CC=CC=C1

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