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

Name: (S)-2-Acetamido-3,3-dimethylbutanoic acid
Brand: ChemScene
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CAS No. 22146-59-4
Cat. No. CS-0311795
Purity≥97%
MDL No.MFCD08275827

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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-Acetamido-3,3-dimethylbutanoic acid|CS-0311795

Structure of 22146-59-4

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General Information

CAS No. 22146-59-4
Cat. No. CS-0311795
Purity ≥97%
MDL No. MFCD08275827
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₅NO₃
Molecular Weight None
Synonym(s) (2S)-2-acetamido-3,3-dimethylbutanoic acid
SMILES CC(N[C@H](C(O)=O)C(C)(C)C)=O

Description

(S)-2-Acetamido-3,3-dimethylbutanoic acid is a chiral building block featuring a sterically hindered tertiary carbon and a pendant acetamido group. This configuration enables direct incorporation into peptide sequences with minimal epimerization risk. The molecule exhibits enhanced solubility in polar organic solvents and stability under standard bench conditions.

Application

(S)-2-Acetamido-3,3-dimethylbutanoic acid serves as a valuable chiral building block in the synthesis of peptide mimetics and bioactive heterocycles. Its tert-leucine-like structure provides enhanced metabolic stability and steric differentiation, enabling selective coupling reactions under standard amide bond formation conditions. The molecule exhibits excellent bench stability, facilitates straightforward purification via crystallization, and functions effectively in both solution-phase and solid-phase peptide synthesis workflows.

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

Quality Control

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Computational Chemistry Data

TPSA 66.4
LogP 0.6218
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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

CAS No. 22146-59-4

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