(S)-2-((tert-Butoxycarbonyl)amino)-5,5,5-trifluoropentanoic acid

Name: (S)-2-((tert-Butoxycarbonyl)amino)-5,5,5-trifluoropentanoic acid
Brand: ChemScene
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CAS No. 453556-65-5
Cat. No. CS-0375127
Purity≥97%
MDL No.None

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(S)-2-((tert-Butoxycarbonyl)amino)-5,5,5-trifluoropentanoic acid|CS-0375127

Structure of 453556-65-5

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General Information

CAS No. 453556-65-5
Cat. No. CS-0375127
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆F₃NO₄
Molecular Weight 271.23
Synonym(s) None
SMILES CC(C)(C)OC(N[C@H](C(O)=O)CCC(F)(F)F)=O

Description

(S)-2-((tert-Butoxycarbonyl)amino)-5,5,5-trifluoropentanoic acid features a sterically hindered trifluoromethyl group and a bench-stable Boc-protected amine, enabling direct incorporation into peptide synthesis workflows. The electron-deficient pentanoic acid scaffold enhances reactivity in coupling reactions, while the chiral center ensures enantioselective access to fluorinated peptidomimetics.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-5,5,5-trifluoropentanoic acid serves as a valuable chiral building block for peptide and peptidomimetic synthesis, leveraging the stability of the Boc group and the electron-withdrawing trifluoromethyl moiety. Its functionality enables efficient coupling reactions and facilitates the incorporation of fluorinated side chains into bioactive scaffolds, with excellent bench stability and straightforward purification.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 2.3068
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Life Science Amino Acids and their Derivatives Alanine and derivatives

Building Blocks Functional Group Boc

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((tert-Butoxycarbonyl)amino)-5,5,5-trifluoropentanoic acid

CAS No. 453556-65-5

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