tert-Butyl (4-bromo-2-nitrophenyl)carbamate

Name: tert-Butyl (4-bromo-2-nitrophenyl)carbamate
Brand: ChemScene
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CAS No. 327046-79-7
Cat. No. CS-0097062
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl (4-bromo-2-nitrophenyl)carbamate|CS-0097062

Structure of 327046-79-7

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General Information

CAS No. 327046-79-7
Cat. No. CS-0097062
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃BrN₂O₄
Molecular Weight 317.14
Synonym(s) tert-butyl N-(4-bromo-2-nitrophenyl)carbamate
SMILES O=C(NC1=CC=C(C=C1[N+]([O-])=O)Br)OC(C)(C)C

Description

tert-Butyl (4-bromo-2-nitrophenyl)carbamate features a bromo-substituted nitroaryl scaffold with a bench-stable carbamate protecting group. This reagent enables direct functionalization at the para position while maintaining compatibility with palladium-catalyzed cross-coupling reactions. The electron-deficient aromatic ring enhances regioselective transformation, and the tert-butyl carbamate delivers predictable deprotection under mild acidic conditions.

Application

tert-Butyl (4-bromo-2-nitrophenyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the selective introduction of bromo- and nitro-functionalized aryl intermediates. The carbamate group provides excellent bench stability and facilitates orthogonal protection during multi-step synthesis. It readily participates in palladium-catalyzed cross-coupling reactions and undergoes controlled reduction to access amino-substituted scaffolds. Its compatibility with standard purification protocols and functional group tolerance make it well-suited for scalable API intermediate development.

Synthesis

Route1
- 1228392-59-3
- ~%
- In-stock
  
  327046-79-7
References
- METHYLGENE INC. Patent: WO2009/55917 A1, 2009 ; Location in patent: Page/Page column 88; 89 ; WO 2009/055917 A1
Route2
- In-stock
  
  24424-99-5
- In-stock
  
  875-51-4
- ~81%
- In-stock
  
  327046-79-7
References
- ABBOTT LABORATORIES Patent: WO2006/65233 A1, 2006 ; Location in patent: Page/Page column 82 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 81.47
LogP 3.7043
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl (4-bromo-2-nitrophenyl)carbamate

CAS No. 327046-79-7

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