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2378619-75-9

2378619-75-9 Structure

2378619-75-9 Structure
IdentificationBack Directory
[Name]

1,2,4,5-Tetrazine, 3-[([1,1'-biphenyl]-4-ylmethyl)thio]-6-methyl-
[CAS]

2378619-75-9
[Synonyms]

3-(([1,1′-Biphenyl]-4-ylmethyl)thio)-6-methyl-1,2,4,5-tetrazine
1,2,4,5-Tetrazine, 3-[([1,1'-biphenyl]-4-ylmethyl)thio]-6-methyl-
3-[({[1,1'-biphenyl]-4-yl}methyl)sulfanyl]-6-methyl-1,2,4,5-tetrazine
3-[({[1,1'-biphenyl]-4-yl}methyl)sulfanyl]-6-methyl-1,2,4,5-tetrazine (b-Tz)
[Molecular Formula]

C16H14N4S
[MOL File]

2378619-75-9.mol
[Molecular Weight]

294.37
Chemical PropertiesBack Directory
[Boiling point ]

520.7±53.0 °C(Predicted)
[density ]

1.29±0.1 g/cm3(Predicted)
[form ]

powder
[pka]

0.46±0.11(Predicted)
Hazard InformationBack Directory
[Uses]

3-(([1,1′-Biphenyl]-4-ylmethyl)thio)-6-methyl-1,2,4,5-tetrazine (b-Tz) is a minimal tetrazine derivative capable of undergoing [4+2] Diels-Alder cycloaddition reactions with strained alkenes, which makes it highly useful in bioorthogonal labeling and cell detection applications. Tetrazines are often incorporated into chemical probes or other small-molecule tools using linkers that may impact physicochemical properties or the performance of the resulting conjugate product. Here, Lambert et al demonstrated the linker-free incorporation of b-Tz via silver-mediated Liebeskind-Srogl cross-coupling with a variety of aryl and heteroaryl boronic acids. This ″minimal″ tetrazine approach will facilitate the introduction of tetrazine into diverse complex molecules and improved probes for live-cell imaging and in vivo chemistry.

Supporting products
PdCl2(dppf): 697230
Ag2O: 226831
[reaction suitability]

reaction type: click chemistry
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