Z-Ser(tBu)-NHNH2

Z-Ser(tBu)-NHNH2 contains a serine-derived amino acid framework bearing an N-acyl hydrazide functionality (-NHNH2) and a side-chain hydroxymethyl group, with the serine side chain substituted by a tert-butyl-protected hydroxyl (Ser(tBu)). The molecule features a Z (benzyloxycarbonyl, Cbz) protecting group on the amino nitrogen, providing a carbamate/urethane-type protection that controls chemoselectivity by masking the α-amino functionality while the terminal hydrazine presents a nucleophilic, hydrogen-bonding reactive handle. Z-Ser(tBu)-NHNH2 is used as a protected amino acid derivative in peptide and hydrazide-related synthesis where stepwise assembly, temporary functional-group masking, and subsequent hydrazide functionalization or coupling to electrophiles are required for preparing more complex amino acid and peptide conjugates.

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

CAT No: CP26501

CAS No:17083-21-5

Synonyms/Alias:17083-21-5;(S)-Benzyl(3-(tert-butoxy)-1-hydrazinyl-1-oxopropan-2-yl)carbamate;CTK8B8723;MolPort-023-331-231;ZINC2560790;8770AA;ANW-61126;AKOS015909286;AJ-40651;AK-60191;KB-211660;TC-149871;I14-33771;L-Serine,O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-,hydrazide

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Registration of APIs
CMC information required for an IND

IND and NDA support
Drug master files (DMF) filing

M.F/Formula

C15H23N3O4

M.W/Mr.

309.37

Size

1 g;5 g;25 g;

InChI

1S/C15H23N3O4/c1-15(2,3)22-10-12(13(19)18-16)17-14(20)21-9-11-7-5-4-6-8-11/h4-8,12H,9-10,16H2,1-3H3,(H,17,20)(H,18,19)/t12-/m0/s1

InChI Key

OFQLPRSPFCCGLP-LBPRGKRZSA-N

Canonical SMILES

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

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