(R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluorobutanoic acid

Name: (R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluorobutanoic acid
Brand: ChemScene
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CAS No. 207118-08-9
Cat. No. CS-0503159
Purity≥98%
MDL No.MFCD09998180

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(R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluorobutanoic acid|CS-0503159

Structure of 207118-08-9

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General Information

CAS No. 207118-08-9
Cat. No. CS-0503159
Purity ≥98%
MDL No. MFCD09998180
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₄F₃NO₄
Molecular Weight 257.21
Synonym(s) (2R)-4,4,4-Trifluoro-2-(tert-butoxycarbonylamino)butyric acid
SMILES OC(=O)[C@H](NC(=O)OC(C)(C)C)CC(F)(F)F

Description

This chiral building block features a bench-stable tert-butoxycarbonyl-protected amine paired with a trifluoromethylated aliphatic chain, enabling direct incorporation into peptide scaffolds and bioactive molecules.

Application

(R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluorobutanoic acid serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of fluorinated amino acid derivatives. The Boc-protected amine and trifluoromethylated aliphatic chain provide excellent functional group tolerance and stability under standard coupling conditions. Its well-defined stereochemistry facilitates asymmetric synthesis of bioactive molecules, particularly in peptidomimetics and enzyme inhibitor scaffolds where metabolic stability is enhanced by the trifluoromethyl group.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 1.9167
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-((tert-butoxycarbonyl)amino)-4,4,4-trifluorobutanoic acid

CAS No. 207118-08-9

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