(S)-2-Azido-3,3-dimethylbutanoic acid

Name: (S)-2-Azido-3,3-dimethylbutanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 111525-71-4
Cat. No. CS-0611185
Purity≥97%
MDL No.None

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(S)-2-Azido-3,3-dimethylbutanoic acid|CS-0611185

Structure of 111525-71-4

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Description

(S)-2-Azido-3,3-dimethylbutanoic acid features a stereodefined chiral center and a terminal azide group flanked by two methyl-substituted carbon atoms. This configuration imparts enhanced stability and facilitates efficient bioorthogonal conjugation in synthetic biology applications. The steric shielding from the geminal dimethyl groups reduces side reactivity while maintaining solubility in common organic solvents.

Application

(S)-2-Azido-3,3-dimethylbutanoic acid serves as a versatile chiral building block for the synthesis of non-natural amino acids and peptidomimetics. Its tertiary α-carbon enhances steric definition, while the azide group enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and heterocycle formation. The compound exhibits excellent bench stability, facilitates straightforward purification, and tolerates a range of functional groups, making it well-suited for modular synthetic strategies in medicinal chemistry and process development.

General Information

CAS No. 111525-71-4
Cat. No. CS-0611185
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₁N₃O₂
Molecular Weight 157.17
Synonym(s) (S)-alpha-Azido-3,3-dimethylbutyric acid
SMILES CC(C)(C)[C@H](N=[N+]=[N-])C(O)=O

Computational Chemistry Data

TPSA 86.06
LogP 1.796
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty chain compounds

Life Science Click Chemistry Reagents Azide

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Azides

Chemical Biology Conjugation Chemistry/Click Chemistry Azides

Key Words

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(S)-2-Azido-3,3-dimethylbutanoic acid

CAS No. 111525-71-4

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