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Z-Hyp(tBu)-OH

Z-Hyp(tBu)-OH is a protected amino acid derivative of hydroxyproline (Hyp) bearing a benzyloxycarbonyl (Z) protecting group on the amino functionality and a tert-butyl (tBu) substituent on the side-chain hydroxyl. The molecule contains a carboxylic acid (-COOH) and a carbamate-protected amine (-NH-COO-CH2Ph), with the side-chain hydroxyl masked as a tert-butyl ether to control chemoselectivity during peptide coupling and subsequent transformations. Z-Hyp(tBu)-OH is used as a stepwise building block in peptide synthesis and related amino acid derivative preparation, where the orthogonal protection pattern helps manage side-chain reactivity and supports the incorporation of hydroxyproline-like residues into larger peptide frameworks for chemical biology and structure-activity studies.

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

CAT No: CP27524

CAS No:85201-91-8

Synonyms/Alias:Z-Hyp(Tbu)-OH;85201-91-8;AC1OCUS3;Z-HYP-OH;SCHEMBL2175331;CTK8G3894;MolPort-020-003-895;YCTNIMOEFJORHQ-KGLIPLIRSA-N;ZINC399120;Z-O-tert-butyl-L-4-hydroxyproline;3194AC;KM2297;AKOS016003069;AJ-21711;AK-88960;FT-0699071;(2S,4R)-4-tert-Butoxy-1,2-pyrrolidinedicarboxylicacid1-benzylester;(2S,4R)-4-tert-butoxy-pyrrolidine-1,2-dicarboxylicacid1-benzylester;(2S,4R)-4-[(2-methylpropan-2-yl)oxy]-1-phenylmethoxycarbonylpyrrolidine-2-carboxylicacid

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M.F/Formula
C17H23NO5
M.W/Mr.
321.37
Size
5 g;25 g;100 g;
InChI
1S/C17H23NO5/c1-17(2,3)23-13-9-14(15(19)20)18(10-13)16(21)22-11-12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3,(H,19,20)/t13-,14+/m1/s1
InChI Key
YCTNIMOEFJORHQ-KGLIPLIRSA-N
Canonical SMILES
CC(C)(C)OC1CC(N(C1)C(=O)OCC2=CC=CC=C2)C(=O)O

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