(S)-3-((tert-Butoxycarbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid

Name: (S)-3-((tert-Butoxycarbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid
Brand: ChemScene
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CAS No. 500770-78-5
Cat. No. CS-0046079
Purity≥97%
MDL No.MFCD03427926

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(S)-3-((tert-Butoxycarbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid|CS-0046079

Structure of 500770-78-5

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Description

This chiral building block features a (S)-configured amino acid backbone with a tert-butoxycarbonyl-protected amine and a para-trifluoromethyl-substituted phenyl group. The electron-withdrawing trifluoromethyl moiety enhances stability and modulates reactivity, while the Boc protection enables straightforward deprotection under mild acidic conditions. This structure supports efficient synthesis of bioactive peptides and pharmaceutical intermediates.

Application

(S)-3-((tert-Butoxycarbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid serves as a valuable chiral building block for synthesizing bioactive peptides and heterocyclic scaffolds. The Boc-protected amine enables straightforward deprotection and coupling under standard peptide synthesis conditions, while the trifluoromethyl-substituted phenyl group imparts enhanced metabolic stability and lipophilicity. This compound exhibits excellent bench stability, facilitates efficient purification via chromatography, and participates reliably in amidation, alkylation, and cyclization reactions.

General Information

CAS No. 500770-78-5
Cat. No. CS-0046079
Purity ≥97%
MDL No. MFCD03427926
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₈F₃NO₄
Molecular Weight 333.31
Synonym(s) None
SMILES O=C(O)C(NC(OC(C)(C)C)=O)CC1=CC=CC(C(F)(F)F)=C1

Computational Chemistry Data

TPSA 75.63
LogP 3.2258
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-P280-P302+P352

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Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-3-((tert-Butoxycarbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid

CAS No. 500770-78-5

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