(S)-3,3-Dimethyl-2-(2,2,2-trifluoroacetamido)butanoic acid

Name: (S)-3,3-Dimethyl-2-(2,2,2-trifluoroacetamido)butanoic acid
Brand: ChemScene
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CAS No. 666832-71-9
Cat. No. CS-0254971
Purity≥95%
MDL No.None

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(S)-3,3-Dimethyl-2-(2,2,2-trifluoroacetamido)butanoic acid|CS-0254971

Structure of 666832-71-9

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General Information

CAS No. 666832-71-9
Cat. No. CS-0254971
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂F₃NO₃
Molecular Weight 227.18
Synonym(s) 3-methyl-n - (trifluoroacetyl) - L-valine
SMILES CC(C)(C)[C@@H](C(O)=O)NC(C(F)(F)F)=O

Description

(S)-3,3-Dimethyl-2-(2,2,2-trifluoroacetamido)butanoic acid features a sterically hindered quaternary center and a trifluoromethyl-containing amide group, enhancing metabolic stability and lipophilicity. This configuration enables efficient incorporation into peptidomimetic scaffolds and bioactive molecules requiring resistance to enzymatic degradation.

Application

(S)-3,3-Dimethyl-2-(2,2,2-trifluoroacetamido)butanoic acid serves as a versatile chiral building block for the synthesis of bioactive molecules, particularly in medicinal chemistry and peptide-based drug discovery. Its trifluoroacetamido group enhances metabolic stability and modulates lipophilicity, while the sterically hindered quaternary center provides configurational stability. The molecule exhibits excellent bench stability and facilitates straightforward purification, enabling reliable use in standard coupling reactions and heterocycle formation.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 66.4
LogP 1.1642
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-3,3-Dimethyl-2-(2,2,2-trifluoroacetamido)butanoic acid

CAS No. 666832-71-9

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