Lot numbers can be found on the outside label of a product:
(4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)phenyl)boronic acid
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CAS No. 457613-78-4
- Cat. No. CS-0060942
- Purity≥96%
- MDL No.MFCD10696663
*For research and further manufacturing use only, not for direct human use.
Structure of 457613-78-4
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General Information
- CAS No. 457613-78-4
- Cat. No. CS-0060942
- Purity ≥96%
- MDL No. MFCD10696663
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₅H₂₃BN₂O₄
- Molecular Weight 306.17
- Synonym(s) 4-(4-BOC-Piperazino)phenylboronic acid
- SMILES CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=C(C=C2)B(O)O
Description
This boronate moiety integrates a tert-butyl carbamate-protected piperazine ring, enabling selective conjugation in late-stage functionalization. The electron-deficient boronic acid group facilitates efficient Suzuki-Miyaura coupling under mild conditions, while the protected amine offers orthogonal reactivity for downstream derivatization.
Application
(4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)phenyl)boronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The piperazine core offers enhanced solubility and functional group tolerance, while the Boc-protected amine facilitates downstream deprotection and derivatization. Bench-stable and readily purified by flash chromatography, it supports scalable synthesis in medicinal chemistry and materials science applications.
Synthesis
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Route1
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5419-55-6 -
352437-09-3
- ~57%
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In-stock
457613-78-4
References
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Sequoia Sciences, Inc.; Eldridge, Gary R.; Buckle, Ronald Neil; Ellis, Michael; Huang, Zhongping; Reilly, John Edward Patent: EP2712863 A1, 2014 ; Location in patent: Paragraph 0407; 0408 ;
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Route2
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352437-09-3
- ~89%
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In-stock
457613-78-4
References
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Chen, Cheng-yi; Dagneau, Philippe; Grabowski, Edward J.J.; Oballa, Renata; O'Shea, Paul; Prasit, Peppi; Robichaud, Joel; Tillyer, Rich; Wang, Xin Journal of Organic Chemistry, 2003 , vol. 68, # 7 p. 2633 - 2638
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Route3
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In-stock
24424-99-5 - ~%
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In-stock
457613-78-4
References
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Chen, Cheng-yi; Dagneau, Philippe; Grabowski, Edward J.J.; Oballa, Renata; O'Shea, Paul; Prasit, Peppi; Robichaud, Joel; Tillyer, Rich; Wang, Xin Journal of Organic Chemistry, 2003 , vol. 68, # 7 p. 2633 - 2638
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H312-H332
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501
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Quality Control
Computational Chemistry Data
- TPSA 73.24
- LogP 0.4235
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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