Lot numbers can be found on the outside label of a product:
Boc-His(Boc)-OH
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CAS No. 20866-46-0
- Cat. No. CS-0131700
- Purity≥95%
- MDL No.MFCD00065577
*For research and further manufacturing use only, not for direct human use.
Structure of 20866-46-0
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General Information
- CAS No. 20866-46-0
- Cat. No. CS-0131700
- Purity ≥95%
- MDL No. MFCD00065577
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₂₅N₃O₆
- Molecular Weight 355.39
- Synonym(s) N,N'-Di-tert-butoxycarbonyl-L-histidine
- SMILES O=C(O)[C@H](CC1=CN(C(OC(C)(C)C)=O)C=N1)NC(OC(C)(C)C)=O
Description
Boc-His(Boc)-OH is a protected histidine derivative featuring two Boc groups, one on the α-amino and one on the imidazole nitrogen. This dual protection ensures stability during peptide synthesis workflows. The compound integrates seamlessly into solid-phase and solution-phase strategies, enabling efficient access to histidine-containing sequences with minimal side reactions.
Application
Boc-His(Boc)-OH serves as a protected histidine building block for peptide synthesis, enabling efficient incorporation of the histidine side chain with orthogonal protection. The Boc groups on both the α-amino and imidazole nitrogen ensure stability during standard coupling conditions and facilitate selective deprotection. Its bench-stable nature and compatibility with common Fmoc and Boc-based strategies make it a reliable choice for synthesizing histidine-containing peptides and heterocyclic scaffolds.
Synthesis
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Route1
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In-stock
24424-99-5 - ~%
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In-stock
20866-46-0
References
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US5217958 A1, ;
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References
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Bulletin des Societes Chimiques Belges, , vol. 99, # 10 p. 779 - 782
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References
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Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), , # 7 p. 1205 - 1212
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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 119.75
- LogP 2.1867
- H_Acceptors 7
- H_Donors 2
- Rotatable_Bonds 4
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