tert-Butyl 30-amino-4-oxo-7,10,13,16,19,22,25,28-octaoxa-2,3-diazatriacontan-1-oate

 CAS No.: 1334169-96-8  Cat No.: BP-500457  Purity: 95% 4.5  

tert-Butyl 30-amino-4-oxo-7,10,13,16,19,22,25,28-octaoxa-2,3-diazatriacontan-1-oate is a long PEG linker with a free amine and a Boc-protected acyl hydrazide. Structurally, it contains a terminal primary amine connected through an extended PEG chain to an acyl hydrazide whose distal nitrogen is protected as a Boc carbazate. The free amine can be coupled to activated acids or isocyanates, while Boc removal reveals an acyl hydrazide capable of condensation with aldehydes or ketones to form hydrazone linkages. In PROTAC and related targeted protein degradation research, the differentiated amine and protected hydrazide support sequential conventional coupling and carbonyl-selective ligation. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement.

tert-Butyl 30-amino-4-oxo-7,10,13,16,19,22,25,28-octaoxa-2,3-diazatriacontan-1-oate

Structure of 1334169-96-8

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PROTAC Linker
Molecular Formula
C24H49N3O11
Molecular Weight
555.66

* For research and manufacturing use only. Not for human or clinical use.

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Purity
95%
Solubility
Moderately soluble
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[3-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]carbamate
Synonyms
Amino-PEG8-t-Boc-Hydrazide; Amino-PEG8-hydrazide-Boc; NH2-PEG8-HZ-Boc; tert-butyl 30-amino-4-oxo-7,10,13,16,19,22,25,28-octaoxa-2,3-diazatriacontanoate
InChI Key
GKXIUVNZWFPOHI-UHFFFAOYSA-N
InChI
InChI=1S/C24H49N3O11/c1-24(2,3)38-23(29)27-26-22(28)4-6-30-8-10-32-12-14-34-16-18-36-20-21-37-19-17-35-15-13-33-11-9-31-7-5-25/h4-21,25H2,1-3H3,(H,26,28)(H,27,29)
SMILES
CC(C)(C)OC(=O)NNC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCN

This linker is designed to serve as a modular, chemically robust connection element in PROTAC architectures, enabling controlled spatial presentation between target-binding and E3 ligase-recruiting ligands. Its polyether-rich scaffold and functionalized termini support reliable conjugation strategies while maintaining conformational flexibility that can improve productive ternary complex formation. The following sections describe its structural features and practical reactivity considerations for PROTAC synthesis in detail below.

Structure: The molecule is a long-chain, polyether-containing scaffold incorporating multiple oxygen atoms and amide functionality, capped with a tert-butyl ester. It features heteroatom-rich connectivity that promotes hydrogen-bonding and polarity, while the ester and amide groups provide chemically addressable sites for derivatization.

Reactivity: The tert-butyl ester enables protection/deprotection workflows commonly used in linker assembly. PROTAC construction typically employs ester activation or nucleophilic acyl substitution to install the linker onto ligand-derived carboxylates or amines, followed by coupling under standard amide-forming conditions. Deprotection of the tert-butyl ester is generally performed using acid-mediated cleavage, using compatible solvents and bases to preserve other functional groups.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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