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

Name: tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate
Brand: ChemScene
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CAS No. 1380500-86-6
Cat. No. CS-W018347
Purity≥97%
MDL No.MFCD31382206

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl (4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)carbamate|CS-W018347

Structure of 1380500-86-6

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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

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.

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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Computational Chemistry Data

TPSA 89.89
LogP 2.26672
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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

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

Key Words

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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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