Lot numbers can be found on the outside label of a product:
1,4-Bis(tert-butoxycarbonyl)piperazine
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CAS No. 76535-75-6
- Cat. No. CS-0022579
- Purity≥98%
- MDL No.MFCD01435774
*For research and further manufacturing use only, not for direct human use.
Structure of 76535-75-6
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General Information
- CAS No. 76535-75-6
- Cat. No. CS-0022579
- Purity ≥98%
- MDL No. MFCD01435774
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₂₆N₂O₄
- Molecular Weight 286.37
- Synonym(s) Di-tert-butyl piperazine-1,4-dicarboxylate
- SMILES O=C(N1CCN(C(OC(C)(C)C)=O)CC1)OC(C)(C)C
Description
1,4-Bis(tert-butoxycarbonyl)piperazine features two tert-butoxycarbonyl groups flanking a piperazine core, enabling direct incorporation into peptide and small-molecule synthesis. This protected derivative offers enhanced solubility and stability under standard bench conditions, simplifying handling in multi-step organic transformations.
Application
1,4-Bis(tert-butoxycarbonyl)piperazine serves as a versatile diaminopiperazine scaffold for the synthesis of biologically relevant heterocycles and peptide-based conjugates. Its two Boc-protected amine groups enable sequential functionalization under mild conditions, offering excellent stability during storage and ease of purification. The compound facilitates efficient incorporation into drug-like molecules via standard coupling reactions and is compatible with diverse reaction environments commonly employed in medicinal chemistry workflows.
Synthesis
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Route1
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110-85-0 -
In-stock
24424-99-5 - ~95%
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In-stock
76535-75-6
References
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Zeng, Hongyao; Li, Yongjia; Shao, Huawu Synthetic Communications, 2012 , vol. 42, # 1 p. 25 - 32
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Route2
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110-85-0
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In-stock
24424-99-5
- ~0%
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In-stock
76535-75-6
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57260-71-6
References
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Wu; MacCoss; Ikeler; Hirshfield; Arison; Tolman Journal of Heterocyclic Chemistry, 1990 , vol. 27, # 6 p. 1559 - 1563
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Route3
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In-stock
24424-99-5
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57260-71-6
- ~79%
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In-stock
76535-75-6
References
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Varala, Ravi; Nuvula, Sreelatha; Adapa, Srinivas R. Journal of Organic Chemistry, 2006 , vol. 71, # 21 p. 8283 - 8286
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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-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 59.08
- LogP 2.4742
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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