Boc-NH-C6-amido-C4-acid

 CAS No.: 10436-21-2  Cat No.: BP-500325 4.5  

Boc-NH-C6-amido-C4-acid is a protected amino acid–like linker building block containing a Boc-protected amino group, an amide-containing alkyl spacer, and a terminal carboxylic acid. The Boc group enables controlled deprotection, while the acid handle supports amide coupling to ligand or recruiter fragments. Its mixed alkyl–amide structure provides a balance of hydrophobic spacing, hydrogen-bonding capacity, and conformational flexibility. In PROTAC linker design, this product is useful for constructing amide-linked degrader analogues and evaluating how alkyl–amide spacer geometry, polarity, and attachment direction influence ternary complex formation and targeted degradation studies.

Boc-NH-C6-amido-C4-acid

Structure of 10436-21-2

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PROTAC Linker
Molecular Formula
C₁₇H₃₂N₂O₅
Molecular Weight
344.45

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
6-[6-[(2-methylpropan-2-yl)oxycarbonylamino]hexylamino]-6-oxohexanoic acid
Synonyms
PROTAC Linker 32
InChI Key
VCIQUSOFCWVBLU-UHFFFAOYSA-N
InChI
InChI=1S/C17H32N2O5/c1-17(2,3)24-16(23)19-13-9-5-4-8-12-18-14(20)10-6-7-11-15(21)22/h4-13H2,1-3H3,(H,18,20)(H,19,23)(H,21,22)
SMILES
CC(C)(C)OC(=O)NCCCCCCNC(=O)CCCCC(=O)O

Boc-NH-C6-amido-C4-acid, is designed to provide a stable, modular connection between a ligand and a warhead through an amide-bearing scaffold. Its protected amine functionality and carboxylic acid handle support controlled conjugation strategies commonly used in targeted protein degradation workflows. The linker’s balanced polarity and robust amide chemistry facilitate reliable assembly of degraders, and the subsequent sections below describe its structural features and practical reactivity considerations in detail.

Structure: The linker contains a Boc-protected amine, an amide linkage, and a terminal carboxylic acid. These functional groups enable hydrogen-bonding interactions and conformational control. The presence of a carbonyl-rich amide and acid provides strong polarity, while the Boc group offers chemical stability during multi-step synthesis.

Reactivity: Boc protection allows selective deprotection under standard acid-mediated conditions to reveal a reactive amine for subsequent coupling. The carboxylic acid can be activated for amide-bond formation using common coupling chemistries, typically proceeding via an acyl-activation intermediate. Suitable solvents are those compatible with both deprotection and coupling steps, and mild bases are often employed to promote nucleophilic acyl substitution while minimizing side reactions.

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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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