(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-dichlorophenyl)butanoic acid

Name: (R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-dichlorophenyl)butanoic acid
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CAS No. 269396-53-4
Cat. No. CS-W013908
Molecule weight348.22
Purity≥98%
MDL No.MFCD01860946

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(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-dichlorophenyl)butanoic acid|CS-W013908

Structure of 269396-53-4

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General Information

CAS No. 269396-53-4
Cat. No. CS-W013908
Purity ≥98%
MDL No. MFCD01860946
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉Cl₂NO₄
Molecular Weight 348.22
Synonym(s) N-T-BUTOXYCARBONYL-(R)-3-AMINO-4-(2,4-DICHLOROPHENYL)BUTANOIC ACID
SMILES O=C(O)C[C@H](NC(OC(C)(C)C)=O)CC1=CC=C(Cl)C=C1Cl

Description

(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-dichlorophenyl)butanoic acid is a chiral building block featuring a protected amino group and a sterically hindered aryl moiety. This configuration enables selective incorporation into peptide sequences and complex molecular architectures. The tert-butyl carbamate group provides stability during synthetic manipulations, while the 2,4-dichlorophenyl unit imparts enhanced lipophilicity and electronic modulation for medicinal chemistry applications.

Application

(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-dichlorophenyl)butanoic acid serves as a key chiral building block for the synthesis of bioactive molecules, particularly in peptide and heterocyclic scaffolds. The tert-butyl carbamate (Boc) group provides excellent stability and orthogonal deprotection under mild acidic conditions, enabling efficient sequential functionalization. The molecule exhibits robust bench stability, facilitates straightforward purification, and functions reliably in standard coupling reactions, making it well-suited for medicinal chemistry and process development workflows.

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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Computational Chemistry Data

TPSA 75.63
LogP 3.9039
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-3-((tert-Butoxycarbonyl)amino)-4-(2,4-dichlorophenyl)butanoic acid

CAS No. 269396-53-4

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