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

Name: (R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-dichlorophenyl)propanoic acid
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CAS No. 114873-12-0
Cat. No. CS-0154583
Purity≥97%
MDL No.MFCD01862941

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(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-dichlorophenyl)propanoic acid|CS-0154583

Structure of 114873-12-0

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General Information

CAS No. 114873-12-0
Cat. No. CS-0154583
Purity ≥97%
MDL No. MFCD01862941
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇Cl₂NO₄
Molecular Weight 334.20
Synonym(s) 2,4-Dichloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine
SMILES CC(C)(OC(N[C@@H](C(O)=O)CC1=C(Cl)C=C(Cl)C=C1)=O)C

Description

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-dichlorophenyl)propanoic acid is a chiral building block featuring a protected amino group and a sterically hindered aryl moiety. This configuration enables selective incorporation into peptide scaffolds, particularly in the synthesis of bioactive analogs requiring precise stereochemistry and enhanced metabolic stability under standard conditions.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-dichlorophenyl)propanoic acid serves as a key chiral building block for the synthesis of bioactive molecules, particularly in peptidomimetic and pharmaceutical scaffolds. The protected α-amino acid functionality enables straightforward deprotection and coupling reactions, while the 2,4-dichlorophenyl group provides enhanced metabolic stability and favorable lipophilicity. Bench-stable and readily purified by standard chromatographic methods, it facilitates efficient incorporation into complex synthetic sequences.

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 3.5138
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Chloride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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

CAS No. 114873-12-0

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