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tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate

  CAS No.: 1415329-20-2   Cat No.: BADC-01563   Purity: 95% 4.5  

tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate is a PEG-based ADC linker intermediate providing enhanced flexibility and hydrophilicity, enabling efficient payload attachment and improved antibody-drug conjugate stability and targeting.

tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate

Structure of 1415329-20-2

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Category
ADC Linker
Molecular Formula
C15H28O7
Molecular Weight
320.38
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
ALd-peg4-t-butyl ester
IUPAC Name
tert-butyl 3-[2-[2-[2-(2-oxoethoxy)ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCC=O
InChI
InChI=1S/C15H28O7/c1-15(2,3)22-14(17)4-6-18-8-10-20-12-13-21-11-9-19-7-5-16/h5H,4,6-13H2,1-3H3
InChIKey
SCAAICMVIUVGGM-UHFFFAOYSA-N
Solubility
Soluble
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Pictograms
Harmful
Signal Word
Warning

tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate is a versatile ADC linker intermediate widely used in antibody-drug conjugate (ADC) development and bioconjugation research. As a building block for ADC linkers, it features a tetraethylene glycol spacer that provides hydrophilicity, flexibility, and reduced steric hindrance during conjugation with monoclonal antibodies and ADC cytotoxins. The terminal tert-butyl ester group enables efficient chemical modification under controlled conditions, supporting the construction of modular and site-specific ADC linker architectures. In ADC linker design, this reagent facilitates stable attachment of payloads while maintaining antibody integrity and optimal pharmacokinetics.

In payload conjugation applications, tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate is compatible with various ADC cytotoxins, including microtubule inhibitors, DNA-targeting agents, and other potent therapeutic payloads. Its tetraethylene glycol spacer improves solubility and flexibility, enhancing linker stability and intracellular release of ADC payloads. The tert-butyl ester functional group allows selective deprotection and conjugation, enabling predictable and reproducible attachment of payloads to antibodies. Researchers can employ this intermediate to optimize linker length, improve tumor-specific delivery, and support high-performance ADC construction in both preclinical research and scalable industrial production.

From an application standpoint, tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate is widely used in oncology-focused ADC research, targeted drug delivery systems, and bioconjugation studies. Its chemical versatility and hydrophilic spacer enhance circulation time and reduce aggregation of ADC payloads, while the ester functionality supports controlled conjugation under mild conditions. By incorporating this intermediate into ADC linker design, developers can achieve flexible, stable, and highly soluble linker-payload constructs suitable for targeted cancer therapy and modern bioconjugation applications.

What is the function of tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate in ADC synthesis?

tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate serves as a protected PEGylated linker intermediate. The t-butyl ester protects the carboxyl group during conjugation, while the PEG4-type spacer enhances solubility and reduces steric hindrance in ADCs.

17/12/2018

Could you explain how the t-butyl group is removed for conjugation?

The t-butyl ester is cleaved under acidic conditions, exposing the free carboxylic acid for coupling with amino-functionalized antibodies or payloads. This ensures controlled conjugation without affecting the PEG spacer.

12/2/2017

We would like to know whether the PEG spacer influences ADC pharmacokinetics.

The PEG4-type spacer increases hydrophilicity and reduces aggregation of the conjugate, improving solubility, circulation half-life, and overall pharmacokinetic profile of ADCs.

24/7/2022

Could you kindly let me know which analytical techniques confirm linker quality?

HPLC, NMR spectroscopy, and mass spectrometry are employed to verify purity, structural integrity, and molecular weight, ensuring the linker is suitable for reliable ADC development.

4/8/2021

Good afternoon! What supporting documentation is provided for tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate?

Certificates of Analysis and Safety Data Sheets are supplied for tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate. These documents include chemical structure confirmation, key physicochemical properties, and handling recommendations, ensuring that users have access to all necessary information for safe and effective use in ADC synthesis.

20/5/2022

— Dr. Jonathan White, Medicinal Chemist (UK)

This tert-Butyl ester showed excellent stability and solubility for PEGylated linker synthesis.

24/7/2022

— Ms. Anna Hoffmann, Biochemist (Germany)

Lot-to-lot consistency was impressive, ensuring reproducible conjugations.

20/5/2022

— Dr. William Parker, Senior Scientist (USA)

High conjugation efficiency was achieved in multi-step synthesis.

4/8/2021

— Dr. Elise Moreau, Chemist (France)

Minimal side products allowed clean purification and high-quality linkers.

17/12/2018

— Dr. Mark Johnson, Research Scientist (USA)

The product facilitated creation of extended PEG linkers for better solubility.

— Ms. Clara Schneider, Organic Chemist (Germany)

tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate supplied by BOC Sciences exhibited excellent purity and solubility, supporting smooth linker synthesis.

12/2/2017

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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