NH2-C2-amido-C2-Boc
CAS No.: 1692613-62-9
Cat No.: BP-501346
4.5 
NH2-C2-amido-C2-Boc is a bifunctional, C2–C2 linker building block featuring a free amino terminus, an internal amide linkage, and a tert-butyl ester-protected carboxylic acid. Structurally, it provides a short, flexible spacer that can be incorporated into PROTAC architectures by serving as a conjugation handle for connecting a targeting ligand (e.g., a ligand for an E3 ligase or the protein of interest) to the complementary module. The central amide contributes directional hydrogen-bonding and conformational control, while the tert-butyl ester protects the carboxylic acid during multistep synthesis and can be removed before acid coupling, improving coupling efficiency and reducing side reactions. In targeted protein degradation research, such short amide-containing linkers are commonly used to tune the relative geometry and effective reach between binding domains, which can strongly influence formation of the ternary complex and overall degradation potency. This reagent is therefore valuable for rapid linker optimization and for constructing well-defined PROTAC intermediates for subsequent biological evaluation.
Structure of 1692613-62-9
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* For research and manufacturing use only. Not for human or clinical use.
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This PROTAC linker building block, designated NH2-C2-amido-C2-Boc, provides a free primary amine, a strategically positioned amide, and a carboxylic acid protected as a tert-butyl ester for reliable conjugation chemistry in targeted protein degradation workflows. Its design facilitates stepwise assembly of PROTAC constructs by enabling direct use of the free amine together with controlled deprotection of the tert-butyl ester. The linker’s balanced reactivity and stability make it suitable for modular synthesis, with the detailed structural and reactivity considerations provided below.
Structure: The linker contains an amide linkage flanked by short carbon segments, a free terminal primary amine, and a carboxylic acid protected as a tert-butyl ester. It features stable amide C–N and carbonyl C=O bonds alongside tert-butyl ester protection, offering chemical robustness under typical coupling conditions while remaining amenable to selective deprotection.
Reactivity: PROTAC assembly can use the free amine directly for amide or related bond-forming steps, while acid-mediated deprotection of the tert-butyl ester reveals the carboxylic acid for a separate coupling step. Suitable conditions use standard amine-coupling chemistry and, when needed, acid-mediated tert-butyl ester removal followed by carboxyl-activation strategies in polar organic solvents. Mechanistically, the free amine provides nucleophilicity directly, while tert-butyl ester deprotection unmasks the complementary carboxylic acid handle.
* 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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