tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate

CAS No. 1380500-86-6
Cat. No. CS-W018347
Purity≥97%
MDL No.MFCD31382206

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tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate|CS-W018347

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Description

tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate features a tetrazine-bearing aryl scaffold with a bench-stable carbamate protecting group. This reagent enables efficient conjugation via inverse electron-demand Diels-Alder reactions, offering rapid bioorthogonal labeling under physiological conditions. The tert-butyl carbamate facilitates straightforward deprotection while maintaining stability during storage and handling.

Application

tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient incorporation of the 6-methyl-1,2,4,5-tetrazine moiety into target molecules. The tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. It functions effectively in standard coupling reactions and supports functional group tolerance in late-stage diversification.

General Information

CAS No. 1380500-86-6
Cat. No. CS-W018347
Purity ≥97%
MDL No. MFCD31382206
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉N₅O₂
Molecular Weight 301.35
Synonym(s) tert-Butyl N-(((4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl)methyl)carbamate
SMILES O=C(OC(C)(C)C)NCC1=CC=C(C2=NN=C(C)N=N2)C=C1

Computational Chemistry Data

TPSA 89.89
LogP 2.26672
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 3

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Life Science Click Chemistry Reagents Tetrazine

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Copper-free Click Reaction Reagents

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Tetrazines

Chemical Biology Conjugation Chemistry/Click Chemistry Copper-free Click Reaction Reagents

Chemical Biology Conjugation Chemistry/Click Chemistry Tetrazines

Biochemistry Biochemicals and Reagents Bioconjugation Copper-free Click Reaction Reagents

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tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate

CAS No. 1380500-86-6

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