Ethyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate

Name: Ethyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate
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CAS No. 128293-63-0
Cat. No. CS-0037647
Purity≥98%
MDL No.MFCD16876078

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Ethyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate|CS-0037647

Structure of 128293-63-0

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General Information

CAS No. 128293-63-0
Cat. No. CS-0037647
Purity ≥98%
MDL No. MFCD16876078
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉N₃O₄
Molecular Weight 269.30
Synonym(s) 4-BOC-AMINO-1-METHYL-1H-IMIDAZOLE-2 CARBOXYLIC ACID ETHYL ESTER
SMILES CCOC(=O)C1=NC(=CN1C)N=C(O)OC(C)(C)C

Description

Ethyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate features a protected imidazole amine and an ester handle, enabling direct incorporation into peptide-like scaffolds. The tert-butyl carbamate group ensures stability during synthetic manipulations, while the methylated imidazole core provides enhanced solubility and compatibility with standard coupling conditions. This building block streamlines access to functionalized heterocycles in medicinal chemistry and chemical biology applications.

Application

Ethyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate serves as a versatile building block for imidazole-based scaffolds, enabling straightforward access to bioactive heterocycles. The Boc-protected amine and ester functionalities offer orthogonal reactivity, facilitating sequential transformations under standard conditions. Bench-stable and readily purified by column chromatography, it supports efficient synthesis of pharmaceutical intermediates and functionalized imidazoles in multistep sequences.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 85.94
LogP 1.9574
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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Ethyl 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-imidazole-2-carboxylate

CAS No. 128293-63-0

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