Boc-DODA

 CAS No.: 101187-29-5  Cat No.: BP-502144  Purity: >97% 4.5  

Boc-DODA (tert-butoxycarbonyl-protected dodecyl 2,2-dimethyl-1,3-dioxane-4-carboxylate) is an alkyl linker building block featuring a Boc-protected functional handle and a hydrophobic dodecyl spacer embedded within a cyclic acetal motif. Its structural combination provides chemical stability during PROTAC synthesis while offering a flexible, lipophilic tether that can tune the effective distance and microenvironment between the target-binding ligand and the E3 ligase-recruiting moiety. In targeted protein degradation constructs, such linkers are critical for optimizing ternary complex formation and degradation potency by balancing conformational freedom with hydrophobic interactions that can enhance productive engagement. Boc protection also enables controlled coupling strategies, facilitating stepwise assembly of conjugates and subsequent deprotection to reveal reactive groups for final attachment. As a practical, research-grade linker precursor, Boc-DODA supports systematic structure–activity relationship studies aimed at improving linker length, rigidity, and hydrophobic character in PROTAC design.

Boc-DODA

Structure of 101187-29-5

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Category
PROTAC Linker
Molecular Formula
C15H32N2O4
Molecular Weight
304.43
Appearance
Pale yellow oily matter

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

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Purity
>97%
Appearance
Pale yellow oily matter
Storage
Store at 2-8 °C
IUPACName
tert-butyl N-[3-[4-(3-aminopropoxy)butoxy]propyl]carbamate
Synonyms
tert-Butyl N-{3-[4-(3-aminopropoxy)butoxy]propyl}carbamate; Boc-1-amino-4,9-dioxa-12-dodecanamine; 1-(Boc-amino)-4,9-dioxa-12-dodecanamine; tert-Butyl (3-(4-(3-aminopropoxy)butoxy)propyl)carbamate; 1-(t-Butyloxycarbonyl-amino)-4,9-dioxa-12-dodecanamine; 1-(tert-Butoxycarbonylamino)-4,9-dioxa-12-dodecanamine; Carbamic acid, N-[3-[4-(3-aminopropoxy)butoxy]propyl]-, 1,1-dimethylethyl ester
Boiling Point
420.7±35.0 °C at 760 mmHg
Density
0.998±0.06 g/cm3
InChI Key
KBKPMBHJVGMJKX-UHFFFAOYSA-N
InChI
InChI=1S/C15H32N2O4/c1-15(2,3)21-14(18)17-9-7-13-20-11-5-4-10-19-12-6-8-16/h4-13,16H2,1-3H3,(H,17,18)
SMILES
CC(C)(C)OC(=O)NCCCOCCCCOCCCN

Boc-DODA is a protected, bifunctional linker building block designed for constructing PROTACs that rely on efficient conjugation between a target-binding ligand and an E3-ligase recruiter. Its Boc-protected functionality supports controlled synthetic handling, while the underlying scaffold provides a suitable connection element for maintaining the conformational and spatial requirements typical of targeted protein degradation workflows. The points below describe the structure and practical reactivity considerations in detail.

Structure: Boc-DODA contains a tert-butoxycarbonyl (Boc) protecting group attached to an amine-bearing scaffold, providing a carbamate linkage that is stable under mild conditions. The molecule features amide/carbamate-type heteroatom connectivity and a hydrophobic, aliphatic/aromatic-rich framework that can influence solubility and linker flexibility.

Reactivity: Boc-DODA is commonly used in PROTAC synthesis through Boc deprotection followed by amide or carbamate-forming coupling to attach the linker to ligands. Typical approaches employ acid-mediated Boc removal, followed by coupling reactions using standard peptide-coupling chemistries under anhydrous conditions. Solvent systems such as polar aprotic media are often used to promote activation and minimize side reactions, with reaction monitoring by chromatographic or spectrometric methods to ensure complete conversion.

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* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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