Tert-butyl 1H-imidazol-4-ylcarbamate

Name: Tert-butyl 1H-imidazol-4-ylcarbamate
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CAS No. 34665-48-0
Cat. No. CS-0181047
Purity≥97%
MDL No.MFCD11976055

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Tert-butyl 1H-imidazol-4-ylcarbamate|CS-0181047

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General Information

CAS No. 34665-48-0
Cat. No. CS-0181047
Purity ≥97%
MDL No. MFCD11976055
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₃N₃O₂
Molecular Weight 183.21
Synonym(s) tert-butyl N-(1H-imidazol-5-yl)carbamate
SMILES O=C(OC(C)(C)C)NC1=CNC=N1

Description

Tert-butyl 1H-imidazol-4-ylcarbamate serves as a protected imidazole scaffold for synthetic diversification. The tert-butyl carbamate group enables stable, orthogonal handling under standard bench conditions. This derivative facilitates efficient incorporation of the imidazolyl moiety into complex molecular architectures, particularly in medicinal chemistry and peptide conjugation workflows.

Application

Tert-butyl 1H-imidazol-4-ylcarbamate serves as a stable, bench-friendly building block for imidazole-based scaffolds in medicinal chemistry. It enables direct functionalization at the C4 position and facilitates efficient deprotection under mild acidic conditions to access the free amine. The tert-butyl carbamate group provides excellent protection of the primary amine while maintaining compatibility with diverse coupling reactions and orthogonal transformations, making it ideal for iterative synthesis of complex heterocycles and API intermediates.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 67.01
LogP 1.7567
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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Tert-butyl 1H-imidazol-4-ylcarbamate

CAS No. 34665-48-0

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