(S)-3-(3-Aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Name: (S)-3-(3-Aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid
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CAS No. 170157-55-8
Cat. No. CS-0438925
Purity≥95%
MDL No.None

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(S)-3-(3-Aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid|CS-0438925

Structure of 170157-55-8

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General Information

CAS No. 170157-55-8
Cat. No. CS-0438925
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀N₂O₄
Molecular Weight 280.32
Synonym(s) Boc-L-Phe(3-NH2)-OH
SMILES CC(C)(C)OC(N[C@H](C(O)=O)CC1=CC(N)=CC=C1)=O

Description

This chiral building block features a (S)-configured backbone with a para-aminophenyl group and a tert-butoxycarbonyl-protected amine, enabling direct incorporation into peptide sequences. The electron-rich aromatic moiety enhances solubility in polar solvents, while the Boc group ensures stability during synthetic manipulations.

Application

(S)-3-(3-Aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid serves as a key chiral building block for synthesizing biologically relevant heterocycles and peptidomimetics. The protected amine enables orthogonal functionalization, while the pendant aniline group facilitates coupling reactions and further derivatization. Bench-stable and readily purified by standard chromatographic methods, it functions effectively in solid-phase synthesis and solution-phase transformations.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 101.65
LogP 1.7892
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-3-(3-Aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid

CAS No. 170157-55-8

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