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

Name: (R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid
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CAS No. 261380-20-5
Cat. No. CS-W016751
Purity≥97%
MDL No.MFCD01320860

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(R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid|CS-W016751

Structure of 261380-20-5

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Description

(R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid features a chiral benzylic center bearing a brominated aryl group and a protected amino functionality. This configuration enables selective incorporation into peptide architectures, where the tert-butyl carbamate moiety provides stability and orthogonal deprotection. The electron-withdrawing bromine enhances reactivity in coupling processes, while the bench-stable, moisture-tolerant structure supports reliable handling under standard synthetic conditions.

Application

(R)-3-(4-Bromophenyl)-3-((tert-butoxycarbonyl)amino)propanoic acid serves as a key chiral building block for the synthesis of biologically active compounds, particularly in medicinal chemistry and peptide-based drug discovery. The molecule features a stable (R)-configured stereocenter, a pendant 4-bromophenyl group enabling further cross-coupling transformations, and a Boc-protected amine that facilitates sequential functionalization. Its bench-stable nature and compatibility with standard coupling and deprotection protocols make it ideal for modular scaffold assembly.

General Information

CAS No. 261380-20-5
Cat. No. CS-W016751
Purity ≥97%
MDL No. MFCD01320860
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(C[C@@H](NC(OC(C)(C)C)=O)C1=CC=C(C=C1)Br)O

Computational Chemistry Data

TPSA 75.63
LogP 3.4896
H_Acceptors 3
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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 261380-20-5

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