1-(tert-Butoxycarbonyl)-2-methylazetidine-2-carboxylic acid

Name: 1-(tert-Butoxycarbonyl)-2-methylazetidine-2-carboxylic acid
Brand: ChemScene
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CAS No. 449758-77-4
Cat. No. CS-0052702
Purity≥97%
MDL No.MFCD12406956

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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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1-(tert-Butoxycarbonyl)-2-methylazetidine-2-carboxylic acid|CS-0052702

Structure of 449758-77-4

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Description

This azetidine derivative features a tert-butoxycarbonyl-protected amine and a methyl-substituted ring, enabling direct incorporation into peptide chains. The bench-stable, moisture-tolerant structure simplifies handling in synthetic workflows, while the sterically constrained azetidine core enhances conformational rigidity for medicinal chemistry applications.

Application

1-(tert-Butoxycarbonyl)-2-methylazetidine-2-carboxylic acid serves as a valuable building block for the synthesis of azetidine-containing scaffolds in medicinal chemistry. The Boc-protected tertiary amine enables stable, orthogonal functionalization and facilitates efficient coupling reactions. Its inherent ring strain enhances reactivity in nucleophilic transformations, while the methyl substituent provides steric control and improved metabolic stability. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for scalable synthesis workflows.

General Information

CAS No. 449758-77-4
Cat. No. CS-0052702
Purity ≥97%
MDL No. MFCD12406956
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₄
Molecular Weight 215.25
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1CCC1(C)C(O)=O

Computational Chemistry Data

TPSA 66.84
LogP 1.4705
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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 : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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1-(tert-Butoxycarbonyl)-2-methylazetidine-2-carboxylic acid

CAS No. 449758-77-4

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