Z-O-tert.butyl-L-serine

Z-O-tert.butyl-L-serine is a protected serine derivative in which the amino acid side chain contains a hydroxymethyl group and the molecule bears a Z (benzyloxycarbonyl) protecting group on the amino functionality while the serine carboxyl group is masked as an O-tert-butyl ester. The structure therefore presents a benzyloxycarbonyl-protected α-amino group and a tert-butyl-protected carboxylate, with the remaining side-chain alcohol retained for chemoselective transformations, and the stereochemistry is specified as L at the α-carbon. This compound is used as a stepwise building block for amino acid and peptide synthesis where orthogonal protection and controlled deprotection enable selective coupling and subsequent functionalization of the serine side-chain hydroxyl.

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

CAT No: CP01832

CAS No:1676-75-1

Synonyms/Alias:Z-Ser(tBu)-OH;1676-75-1;N-Cbz-O-tert-butyl-L-serine;N-Carbobenzoxy-O-tert-butyl-L-serine;(S)-2-(((Benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoicacid;N-Z-O-tert-butyl-L-serine;(S)-2-(benzyloxycarbonylamino)-3-tert-butoxypropanoicacid;(2S)-3-[(2-methylpropan-2-yl)oxy]-2-(phenylmethoxycarbonylamino)propanoicacid;Cbz-Ser(tBu)-OH;Z-L-Ser(tBu)-OH;AC1LW0DR;96028_ALDRICH;N-Cbz-O-tert-ButylL-serine;SCHEMBL1409909;O-tert-Butyl-N-Cbz-L-Ser-OH;96028_FLUKA;CTK3J6672;MolPort-003-939-916;TXDGEONUWGOCJG-LBPRGKRZSA-N;ACT05057;ZINC2049223;ANW-43312;CZ-006;FC0806;SBB063902

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M.F/Formula

C15H21NO5

M.W/Mr.

295.3

Abbr

Z-Ser(tBu)-OH

InChI

1S/C15H21NO5/c1-15(2,3)21-10-12(13(17)18)16-14(19)20-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m0/s1

InChI Key

TXDGEONUWGOCJG-LBPRGKRZSA-N

Canonical SMILES

CC(C)(C)OCC(C(=O)O)NC(=O)OCC1=CC=CC=C1

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