(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid

Name: (S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid
Brand: ChemScene
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CAS No. 33305-77-0
Cat. No. CS-W007679
Purity≥97%
MDL No.MFCD00038128

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(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid|CS-W007679

Structure of 33305-77-0

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Description

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid features a chiral center flanked by a bench-stable Boc-protected amine and an electron-deficient para-nitro aryl group. This configuration enables direct incorporation into peptide synthesis workflows, where the nitrophenyl moiety facilitates purification via chromatography and enhances solubility under standard conditions.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid serves as a valuable chiral building block in peptide and medicinal chemistry, enabling the synthesis of bioactive scaffolds via standard amide coupling and decarboxylation protocols. The protected amino group offers excellent bench stability and compatibility with diverse reaction conditions, while the para-nitrophenyl moiety provides a robust handle for further functionalization. Its well-defined stereochemistry and ease of purification make it ideal for scalable, reproducible syntheses.

General Information

CAS No. 33305-77-0
Cat. No. CS-W007679
Purity ≥97%
MDL No. MFCD00038128
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈N₂O₆
Molecular Weight None
Synonym(s) None
SMILES O=C(O)[C@H](CC1=CC=C([N+]([O-])=O)C=C1)NC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 118.77
LogP 2.1152
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 5

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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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 Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoic acid

CAS No. 33305-77-0

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