1-(tert-Butoxycarbonyl)-1,4-diazepane-5-carboxylic acid

CAS No. 1214824-64-2
Cat. No. CS-0154762
Molecule weight244.29
Purity≥97%
MDL No.MFCD09752214

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1-(tert-Butoxycarbonyl)-1,4-diazepane-5-carboxylic acid|CS-0154762

Structure of 1214824-64-2

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General Information

CAS No. 1214824-64-2
Cat. No. CS-0154762
Purity ≥97%
MDL No. MFCD09752214
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₀N₂O₄
Molecular Weight 244.29
Synonym(s) 5-(tert-butoxycarbonyl)azepane-2-carboxylic acid
SMILES CC(C)(C)OC(=O)N1CCC(C(=O)O)NCC1

Description

This protected diazepane carboxylic acid features a tert-butoxycarbonyl group at nitrogen, enabling stable incorporation into peptide chains. The electron-rich diazepane core provides a rigid scaffold for medicinal chemistry applications, while the carboxylic acid functionality allows for efficient coupling under standard conditions.

Application

1-(tert-Butoxycarbonyl)-1,4-diazepane-5-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS modulators. The protected amine and carboxylic acid functionalities enable orthogonal transformations, while the tert-butoxycarbonyl group provides excellent bench stability and compatibility with standard peptide coupling protocols. Its rigid 1,4-diazepane core facilitates conformational preorganization in target molecules, enhancing binding affinity.

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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Computational Chemistry Data

TPSA 78.87
LogP 0.67
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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1-(tert-Butoxycarbonyl)-1,4-diazepane-5-carboxylic acid

CAS No. 1214824-64-2

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