5-(((tert-Butoxycarbonyl)amino)methyl)-2-chlorobenzoic acid

Name: 5-(((tert-Butoxycarbonyl)amino)methyl)-2-chlorobenzoic acid
Brand: ChemScene
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CAS No. 165950-04-9
Cat. No. CS-0433925
Purity≥98%
MDL No.MFCD11974243

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5-(((tert-Butoxycarbonyl)amino)methyl)-2-chlorobenzoic acid|CS-0433925

Structure of 165950-04-9

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General Information

CAS No. 165950-04-9
Cat. No. CS-0433925
Purity ≥98%
MDL No. MFCD11974243
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆ClNO₄
Molecular Weight 285.73
Synonym(s) 5-(Boc-amino)methyl-2-chloro-benzoic acid
SMILES O=C(O)C1=CC(CNC(OC(C)(C)C)=O)=CC=C1Cl

Description

This protected amino acid derivative features a strategically positioned chloro group and a tert-butoxycarbonyl-protected amine, enabling straightforward incorporation into peptide syntheses. The carboxylic acid moiety supports conjugation under standard coupling conditions, while the Boc group ensures stability during reaction sequences.

Application

5-(((tert-Butoxycarbonyl)amino)methyl)-2-chlorobenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide-conjugated molecules. The ortho-chloro substituent enables directed functionalization, while the tert-butyl ester-protected amine and carboxylic acid groups offer orthogonal reactivity for sequential coupling reactions. Bench-stable and readily purified by standard chromatographic methods, it facilitates efficient access to pharmaceutically relevant scaffolds through mild deprotection and conjugation protocols.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 3.0629
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

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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5-(((tert-Butoxycarbonyl)amino)methyl)-2-chlorobenzoic acid

CAS No. 165950-04-9

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