Ph-Bis(C1-N-(C2-NH-Boc)2)

 CAS No.: 1807521-06-7  Cat No.: BP-501697 4.5  

Ph-Bis(C1-N-(C2-NH-Boc)2) is a bifunctional, amine-protected linker building block featuring a phenyl core bearing two orthogonally functionalized nitrogen substituents, each terminated with a Boc-protected secondary amine. The structure provides a defined spacer and two reactive handles for stepwise conjugation, while the Boc groups stabilize the amines during synthesis and can be removed under standard deprotection conditions to reveal nucleophiles for subsequent coupling. In PROTAC design, such diamine/diamine-like linkers are used to connect a ligand for an E3 ubiquitin ligase to a target-binding moiety, controlling the effective distance, relative orientation, and conformational flexibility that govern formation of the ternary complex. By enabling reproducible assembly of multi-component degraders, this product supports systematic optimization of linker length and geometry, improving the likelihood of productive ubiquitination and targeted protein degradation in cell-based and biochemical assays.

Ph-Bis(C1-N-(C2-NH-Boc)2)

Structure of 1807521-06-7

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PROTAC Linker
Molecular Formula
C₃₆H₆₄N₆O₈
Molecular Weight
708.93

* 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
tert-butyl N-[2-[[4-[[bis[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]methyl]phenyl]methyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]ethyl]carbamate
InChI Key
CUDDHCKPZHRECU-UHFFFAOYSA-N
InChI
InChI=1S/C36H64N6O8/c1-33(2,3)47-29(43)37-17-21-41(22-18-38-30(44)48-34(4,5)6)25-27-13-15-28(16-14-27)26-42(23-19-39-31(45)49-35(7,8)9)24-20-40-32(46)50-36(10,11)12/h13-16H,17-26H2,1-12H3,(H,37,43)(H,38,44)(H,39,45)(H,40,46)
SMILES
CC(C)(C)OC(=O)NCCN(CCNC(=O)OC(C)(C)C)CC1=CC=C(C=C1)CN(CCNC(=O)OC(C)(C)C)CCNC(=O)OC(C)(C)C

This PROTAC linker, Ph-Bis(C1-N-(C2-NH-Boc)2), is designed to serve as a modular amide/amine-bearing scaffold that supports controlled assembly of heterobifunctional degraders. Its protected amine functionality enables stepwise synthesis and purification, while the aromatic core can contribute to defined spatial presentation of binding motifs. The following sections describe its structural features and practical reactivity considerations for constructing PROTACs.

Structure: The linker contains a phenyl core connected to bis-substituted nitrogen centers, featuring C–N and N–C bonds and carbamate-protected amines. Boc (tert-butoxycarbonyl) groups provide stable protection of primary amines under standard coupling conditions, enabling orthogonal deprotection and subsequent conjugation.

Reactivity: Boc-protected amines are typically unmasked under mild acid-mediated conditions to generate free amine nucleophiles for amide or urea bond formation. PROTAC assembly commonly proceeds via nucleophilic substitution or coupling to activated carboxylic acid derivatives (e.g., activated esters or acid chlorides) using standard coupling reagents. Suitable solvents include polar aprotic media, and reaction monitoring is recommended to ensure complete deprotection and minimize side reactions.

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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
g

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