5-((tert-Butoxycarbonyl)amino)-2-hydroxybenzoic acid

Name: 5-((tert-Butoxycarbonyl)amino)-2-hydroxybenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 135321-95-8
Cat. No. CS-0372246
Purity≥95%
MDL No.MFCD02682208

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Excepted Quantity	$0.00
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5-((tert-Butoxycarbonyl)amino)-2-hydroxybenzoic acid|CS-0372246

Structure of 135321-95-8

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General Information

CAS No. 135321-95-8
Cat. No. CS-0372246
Purity ≥95%
MDL No. MFCD02682208
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅NO₅
Molecular Weight 253.25
Synonym(s) 5-(N-tert-Butoxycarbonylamino)salicylic Acid
SMILES O=C(O)C1=CC(NC(OC(C)(C)C)=O)=CC=C1O

Description

This protected hydroxybenzoic acid derivative features a tert-butoxycarbonyl group that stabilizes the amine under standard conditions, enabling reliable incorporation into peptide synthesis. The ortho-hydroxyl moiety offers a reactive handle for derivatization or metal chelation, while the carboxylic acid facilitates conjugation via standard coupling protocols.

Application

5-((tert-Butoxycarbonyl)amino)-2-hydroxybenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and peptide conjugates. The ortho-hydroxyl and carboxylic acid groups offer orthogonal reactivity for derivatization, while the Boc-protected amine ensures stability during multistep syntheses. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient purification and integration into complex molecular architectures.

Synthesis

Route1
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  89-57-6
- ~99%
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  135321-95-8
References
- SOFAR SPA; LABRUZZO, Carla Patent: US2013/79399 A1, 2013 ; Location in patent: Paragraph 0082; 0083 ;

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 95.86
LogP 2.4374
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-((tert-Butoxycarbonyl)amino)-2-hydroxybenzoic acid

CAS No. 135321-95-8

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