(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Name: (R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid
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CAS No. 79561-82-3
Cat. No. CS-W002588
Molecule weight344.20
Purity≥98%
MDL No.MFCD00270359

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(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid|CS-W002588

Structure of 79561-82-3

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General Information

CAS No. 79561-82-3
Cat. No. CS-W002588
Purity ≥98%
MDL No. MFCD00270359
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BrNO₄
Molecular Weight 344.20
Synonym(s) None
SMILES O=C(O)[C@@H](CC1=CC=C(Br)C=C1)NC(OC(C)(C)C)=O

Description

(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid features a chiral center with defined (R) stereochemistry and incorporates a para-brominated phenyl group. The tert-butyl carbamate protecting group ensures stability during synthetic manipulations, enabling straightforward deprotection under mild acidic conditions. This structure serves as a key building block for peptide synthesis and bioactive molecule development.

Application

(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid serves as a valuable chiral building block for the synthesis of biologically active compounds, particularly in peptide and heterocyclic chemistry. The molecule combines a sterically defined chiral center with a brominated aromatic ring and a Boc-protected amine, enabling orthogonal functional group manipulation. Its bench-stable nature facilitates straightforward purification and compatibility with standard coupling reactions, making it well-suited for medicinal chemistry campaigns requiring modular scaffold elaboration.

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 2.9695
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid

CAS No. 79561-82-3

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