Lot numbers can be found on the outside label of a product:
tert-Butyl 1H-imidazole-1-carboxylate
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CAS No. 49761-82-2
- Cat. No. CS-W008539
- Purity≥95%
- MDL No.MFCD00014497
*For research and further manufacturing use only, not for direct human use.
Structure of 49761-82-2
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General Information
- CAS No. 49761-82-2
- Cat. No. CS-W008539
- Purity ≥95%
- MDL No. MFCD00014497
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₂N₂O₂
- Molecular Weight 168.19
- Synonym(s) N-Boc-imidazole
- SMILES O=C(N1C=CN=C1)OC(C)(C)C
Description
tert-Butyl 1H-imidazole-1-carboxylate serves as a stable, bench-ready imidazole protecting group for amine-directed functionalization. The tert-butyl ester moiety enables orthogonal deprotection under mild acidic conditions, preserving sensitive functionalities. This derivative integrates seamlessly into synthetic sequences requiring selective imidazole incorporation, particularly in medicinal chemistry and peptide modification workflows.
Application
tert-Butyl 1H-imidazole-1-carboxylate serves as a stable, bench-ready imidazole protecting group derivative, enabling selective functionalization at the nitrogen atom. It facilitates efficient N-alkylation and transition-metal-catalyzed coupling reactions while maintaining compatibility with diverse reaction conditions. The tert-butyl ester moiety allows for straightforward deprotection under mild acidic conditions, making it ideal for constructing imidazole-containing scaffolds in medicinal chemistry and catalyst design.
Synthesis
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Route1
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288-32-4 -
In-stock
24424-99-5 - ~98%
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In-stock
49761-82-2
References
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Jahani, Fatemeh; Tajbakhsh, Mahmood; Khaksar, Samad; Azizi, Mohamad Reza Monatshefte fur Chemie, 2011 , vol. 142, # 10 p. 1035 - 1043
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Route2
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530-62-1 -
75-65-0
- ~97%
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In-stock
49761-82-2
References
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Lin, Hui-Chang; Chang, Chih-Chun; Chen, Jia-Yi; Lin, Chun-Hung Tetrahedron Asymmetry, 2005 , vol. 16, # 2 p. 297 - 301
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Route3
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288-32-4
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98015-52-2
- ~85%
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In-stock
49761-82-2
References
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Societe Nationale des Poudres et Explosifs Patent: US4725680 A1, 1988 ;
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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 44.12
- LogP 1.6663
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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