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2 1h benzotriazole 1 yl 1 1 3 3 tetramethylaminiumtetrafluoroborate

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2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminiumtetrafluoroborate is a chemical compound used as a reagent in organic synthesis. It functions as a coupling agent for the formation of amide bonds. The product is available in solid form.

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Lab products found in correlation

Sodium hydride, by Merck Group (1 mentions) N bromosuccinimide, by Merck Group (1 mentions) N 3 dimethylaminopropyl n ethylcarbodiimide, by Merck Group (1 mentions) Glacial acetic acid, by Merck Group (1 mentions) 4 dimethylaminopyridine dmap, by Merck Group (1 mentions) Acetonitrile, by Scharlab (1 mentions) Collidine, by Merck Group (1 mentions) Ninhydrin, by Merck Group (1 mentions) Mannan, by Merck Group (1 mentions) 1 hydroxy 7 azabenzotriazole, by Merck Group (1 mentions) 2 4 dinitrophenylhydrazone, by Merck Group (1 mentions) N n dimethylformamide dmf dichloromethane, by Merck Group (1 mentions) N n diisopropylcarbodiimide, by Merck Group (1 mentions) Ethyl cyano hydroxyimino acetate, by Merck Group (1 mentions) Hplc grade acetonitrile, by Merck Group (1 mentions)

3 protocols using 2 1h benzotriazole 1 yl 1 1 3 3 tetramethylaminiumtetrafluoroborate

1

Synthesis of 2-Amino-6-chloropurine Derivative

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2-Amino-6-chloropurine,
2-bromoethoxy-tert-butyldimethylsilane, N-bromosuccinimide
(NBS), sodium acetate (AcONa), glacial acetic acid (AcOH), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide
(EDC), 4-dimethylaminopyridine (DMAP), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminium
tetrafluoroborate (TBTU), sodium hydride (NaH), and sulfuric acid
were purchased from Sigma-Aldrich. Methanol (MeOH), dimethylformamide
(DMF), and acetonitrile (MeCN) were purchased from Scharlab.
Rodríguez-Muñiz G.M., Fraga-Timiraos A.B., Navarrete-Miguel M., Borrego-Sánchez A., Roca-Sanjuán D., Miranda M.A, & Lhiaubet-Vallet V. (2023). Reductive Photocycloreversion of Cyclobutane Dimers Triggered by Guanines. The Journal of Organic Chemistry, 88(14), 10111-10121.
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2

Synthesis and Characterization of METH Conjugates

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METH hydrochloride (Ref D816) was procured from NMI, Australia. The identity of the purchased METH was confirmed by gas chromatography–mass spectrometry (GC-MS). Mannan, 2,4-dinitrophenylhydrazone, collidine, sodium periodate (NaIO4), 1-hydroxy-7-azabenzotriazole (HOAt), dithiothreitol (DTT), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate (TBTU) and Ninhydrin® were purchased from Sigma Aldrich, (Australia) and used without further purification. The peptide linker [(KG)5] with a purity of >85% was procured from Synpeptide (Shanghai, China). All other reagents and chemicals used in this study were of analytical standard and used without further potency adjustment or purification.
Hossain M.K., Davidson M., Feehan J., Deraos G., Nurgali K., Matsoukas J, & Apostolopoulos V. (2023). Development of Methamphetamine Conjugated Vaccine through Hapten Design: In Vitro and In Vivo Characterization. Vaccines, 11(2), 340.
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3

Peptide Synthesis Using Fmoc Chemistry

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Commercially available Fmoc-amino acids, 2-chlorotrityl chloride resin, and amino alcohols were purchased from Novabiochem, Sigma-Aldrich or Chem-Impex and used without further purification. 6-Chloro-benzotriazole-1-yloxy-tris-pyrrolidinophosphonium hexafluorophosphate (PyClocK), N,N’-diisopropylcarbodiimide (DIC), ethyl cyanohydroxyiminoacetate (Oxyma Pure), 3-[Bis(dimethylamino)methyliumyl]-3H-benzotriazol-1-oxide hexafluorophosphate (HBTU), 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate (TBTU), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridiniom 3-oxide hexafluorophosphate (HATU), 1H-1,2,3-benzotriazol-1-ol (HOBt hydrate), were purchased from Sigma-Aldrich or Chem-Impex.
N,N-dimethylformamide (DMF), dichloromethane (DCM), piperidine, trifluoroacetic acid (TFA), triisopropylsilane (TIPS), N,N-diisopropylethylamine (DIPEA), hexafluoroisopropanol (HFIP), and HPLC-grade acetonitrile were purchased from Sigma-Aldrich, Fisher, or Chem-Impex and used without further purification. All compounds are >95% by HPLC analysis with the exception of compound 16 and 19 which are >90%.
Skowron K.J., Baliga C., Johnson T., Kremiller K., Castroverde A., Dean T.T., Allen A.C., Lopez-Hernandez A.M., Aleksandrova E.V., Klepacki D., Mankin A.S., Polikanov Y, & Moore T.W. (2023). Structure-activity relationships of the antimicrobial peptide natural product apidaecin. Journal of medicinal chemistry, 66(17), 11831-11842.
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