4-((tert-Butoxycarbonyl)amino)-2-chlorobenzoic acid

Name: 4-((tert-Butoxycarbonyl)amino)-2-chlorobenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 232275-73-9
Cat. No. CS-0103684
Purity≥97%
MDL No.MFCD02682164

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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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4-((tert-Butoxycarbonyl)amino)-2-chlorobenzoic acid|CS-0103684

Structure of 232275-73-9

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General Information

CAS No. 232275-73-9
Cat. No. CS-0103684
Purity ≥97%
MDL No. MFCD02682164
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₄ClNO₄
Molecular Weight 271.70
Synonym(s) 2-chloro-4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic acid
SMILES O=C(O)C1=CC=C(NC(OC(C)(C)C)=O)C=C1Cl

Description

This protected amino acid derivative features a tert-butoxycarbonyl group that stabilizes the amine functionality, enabling reliable incorporation into peptide synthesis workflows. The para-chloro substituent enhances electrophilic reactivity and provides a handle for downstream functionalization. Designed for robust handling under standard bench conditions, this compound integrates seamlessly into multi-step organic transformations requiring controlled nitrogen protection and strategic halogen placement.

Application

4-((tert-Butoxycarbonyl)amino)-2-chlorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles and other heterocyclic scaffolds. The protected amine and carboxylic acid functionalities offer orthogonal reactivity, facilitating sequential transformations in multi-step syntheses. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for peptide-like and small-molecule library development.

Synthesis

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  232275-73-9
References
- Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 3.3852
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-((tert-Butoxycarbonyl)amino)-2-chlorobenzoic acid

CAS No. 232275-73-9

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