Z-O-tert.butyl-L-threonine tert.butyl ester

Z-O-tert.butyl-L-threonine tert.butyl ester is a protected threonine derivative in which the threonine amino acid backbone is converted to a tert-butyl ester at the carboxyl group and the side-chain hydroxyl is masked as an O-tert-butyl ether, with the L stereochemical form indicated in the name. The molecule contains a free amino group as part of the Z-protected functionality (carbobenzyloxy/benzyloxycarbonyl protection) and retains the threonine β-hydroxyl functionality only in masked form, while the tert-butyl groups provide steric and acid/base stability characteristic of tert-butyl ether and tert-butyl ester protecting patterns. As a stepwise peptide-synthesis intermediate and protected amino acid building block, it supports controlled chemoselectivity by keeping the amino and carboxyl functions in protected forms and by suppressing side-chain hydroxyl reactivity during coupling and subsequent assembly of peptide derivatives.

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

CAT No: CP01929

CAS No:14437-51-5

Synonyms/Alias:14437-51-5;ZINC2556684;AM82262;Z-O-tert.butyl-L-threoninetert.butylester;L-Threonine,O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-,1,1-dimethylethylester

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M.F/Formula
C20H31NO5
M.W/Mr.
365.6
Abbr
Z-Thr(tBu)-OtBu
InChI
1S/C20H31NO5/c1-14(25-19(2,3)4)16(17(22)26-20(5,6)7)21-18(23)24-13-15-11-9-8-10-12-15/h8-12,14,16H,13H2,1-7H3,(H,21,23)/t14-,16+/m1/s1
InChI Key
ZEMPPUAPDWWJPV-ZBFHGGJFSA-N
Canonical SMILES
CC(C(C(=O)OC(C)(C)C)NC(=O)OCC1=CC=CC=C1)OC(C)(C)C

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