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Z-Ser(Tos)-OMe

Z-Ser(Tos)-OMe contains a serine backbone bearing an O-tosyl (Tos) protected side-chain hydroxyl and an N-benzyloxycarbonyl (Z, Cbz) protecting group, with the carboxyl functional group present as a methyl ester (OMe). The molecule therefore features a carbamate-protected amino nitrogen, a tosylated alcohol side chain, and esterified carboxyl oxygen atoms, which together modulate chemoselectivity by reducing free amine and free hydroxyl reactivity during peptide coupling or derivatization. Z-Ser(Tos)-OMe is used as a protected amino acid ester building block for stepwise peptide synthesis and for preparing more complex serine-containing peptide or peptidomimetic intermediates where controlled protection of both the amino and side-chain hydroxyl is required.

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

CAT No: CP26408

CAS No:1492-52-0

Synonyms/Alias:Z-Ser(Tos)-Ome;1492-52-0;VHGXRGXCDVQIKS-KRWDZBQOSA-N;Z-SER-OME;SCHEMBL4972042;MolPort-016-581-056;ZINC2560792;7965AH;AKOS024464814;AK163595;FT-0696204;ST24050372;K-4744;N-Benzyloxycarbonyl-O-p-tosyl-l-serinemethylester;N-Benzyloxycarbonylserine,3-(O)-p-toluenesulfonate;MethylO-[(4-methylphenyl)sulfonyl]-N-{[(phenylmethyl)oxy]carbonyl}serinate;Methyl2-([(benzyloxy)carbonyl]amino)-3-([(4-methylphenyl)sulfonyl]oxy)propanoate#

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M.F/Formula
C19H21NO7S
M.W/Mr.
407.44
Size
5 g;25 g;
InChI
1S/C19H21NO7S/c1-14-8-10-16(11-9-14)28(23,24)27-13-17(18(21)25-2)20-19(22)26-12-15-6-4-3-5-7-15/h3-11,17H,12-13H2,1-2H3,(H,20,22)/t17-/m0/s1
InChI Key
VHGXRGXCDVQIKS-KRWDZBQOSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCC(C(=O)OC)NC(=O)OCC2=CC=CC=C2

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