Lot numbers can be found on the outside label of a product:
Benzyl (4-(2-bromoacetyl)phenyl)carbamate
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CAS No. 157014-41-0
- Cat. No. CS-0187314
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 157014-41-0
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General Information
- CAS No. 157014-41-0
- Cat. No. CS-0187314
- Purity ≥95%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₄BrNO₃
- Molecular Weight 348.19
- Synonym(s) N-CBZ-4-(2-BROMO-ACETYL)-ANILINE
- SMILES C1=CC=C(C=C1)COC(=O)NC2=CC=C(C=C2)C(=O)CBr
Description
Benzyl (4-(2-bromoacetyl)phenyl)carbamate features a bromoacetyl group conjugated to a para-substituted phenyl ring, enabling selective electrophilic engagement in synthetic transformations. This bench-stable reagent integrates readily into peptide and heterocyclic scaffolds, offering controlled reactivity under mild conditions.
Application
Benzyl (4-(2-bromoacetyl)phenyl)carbamate serves as a versatile synthetic intermediate for constructing pharmaceutically relevant aryl ureas and heterocyclic scaffolds. The bromoacetyl group enables site-specific functionalization via nucleophilic substitution, while the benzyl carbamate protects the amine under standard conditions. Its bench stability and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient access to complex molecular architectures in medicinal chemistry and process development workflows.
Synthesis
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Route1
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72531-10-3 - ~91%
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In-stock
157014-41-0
References
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Park, Chan-Ho; Givens, Richard S. Journal of the American Chemical Society, 1997 , vol. 119, # 10 p. 2453 - 2463
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Route2
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99-92-3 - ~%
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In-stock
157014-41-0
References
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BASILEA PHARMACEUTICA AG; POHLMANN, Jens; BACHMANN, Felix Patent: WO2011/12577 A1, 2011 ;
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Route3
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501-53-1
- ~%
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In-stock
157014-41-0
References
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BASILEA PHARMACEUTICA AG; POHLMANN, Jens; BACHMANN, Felix Patent: WO2011/12577 A1, 2011 ;
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 55.4
- LogP 4.0129
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 5
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Key Words
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