tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate
CAS No.: 1415329-20-2
Cat No.: BP-500896
Purity: 95%
4.5 
tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate is a polyethylene glycol–like, ether-rich linker featuring a terminal tert-butyl ester and an internal lactone/ester-type carbonyl that can serve as a handle for controlled conjugation. Its extended, flexible chain and multiple oxygen atoms provide strong solvation and conformational adaptability, which are widely used design principles for PROTAC linkers to reduce steric clashes between the target-binding ligand and the E3 ligase-recruiting moiety while maintaining productive ternary-complex formation. In PROTAC architectures, such hydrophilic linkers help tune the effective distance and relative orientation of the two binding domains, often improving degradation efficiency by promoting stable recruitment and ubiquitination. This compound is therefore valuable for researchers optimizing linker length, polarity, and attachment chemistry when building targeted protein degradation constructs, particularly where enhanced aqueous compatibility and reduced nonspecific hydrophobic interactions are desirable.
Structure of 1415329-20-2
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tert-Butyl 1-oxo-3,6,9,12-tetraoxapentadecan-15-oate, is designed to provide a flexible, oxygen-rich spacer that can help tune the spatial relationship between a ligand (warhead) and an E3 ligase-recruiting module. Its ether-containing backbone and terminal ester functionality support robust synthetic assembly, while the tert-butyl ester handle enables controlled downstream deprotection. Detailed structural and reactivity considerations for PROTAC construction are provided below.
Structure: The molecule contains a long, polyether-like chain with multiple ether linkages and a terminal carboxylate protected as a tert-butyl ester. It features an amide-free, ester carbonyl and repeated oxygen atoms that impart conformational flexibility and polarity, supporting solubility and favorable linker presentation in conjugates.
Reactivity: The tert-butyl ester is typically used as a protected carboxyl group for stepwise PROTAC synthesis. Deprotection is commonly achieved under acid-mediated conditions to generate a reactive carboxylic acid, which can then be coupled to ligand-derived amines or alcohols via standard peptide-coupling or esterification strategies. Solvent systems such as polar aprotic media and coupling reagents consistent with amide/ester bond formation are generally employed, following established PROTAC linker assembly principles.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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