3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid

Name: 3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 282524-88-3
Cat. No. CS-0181506
Purity≥98%
MDL No.MFCD02258123

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3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid|CS-0181506

Structure of 282524-88-3

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Description

This Boc-protected amino acid derivative features a para-cyanophenyl group that enhances electron withdrawal, enabling efficient coupling in peptide synthesis. The tert-butyl carbamate moiety provides stability and selective deprotection under mild acidic conditions.

Application

3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid serves as a versatile building block for the synthesis of functionalized amino acids and heterocyclic scaffolds. The tert-butoxycarbonyl (Boc) group provides stable protection of the amine under acidic conditions, enabling orthogonal deprotection in peptide and medicinal chemistry workflows. The pendant nitrile and carboxylic acid functionalities offer robust handles for downstream transformations, including nucleophilic additions, cyclizations, and conjugation reactions, facilitating efficient access to complex molecular architectures.

General Information

CAS No. 282524-88-3
Cat. No. CS-0181506
Purity ≥98%
MDL No. MFCD02258123
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₈N₂O₄
Molecular Weight 290.31
Synonym(s) None
SMILES O=C(O)CC(NC(OC(C)(C)C)=O)C1=CC=C(C#N)C=C1

Computational Chemistry Data

TPSA 99.42
LogP 2.59878
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid

CAS No. 282524-88-3

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