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Dual-Functional AMT Organoborons for Click Chemistry

Among click chemistry reactions, the Huisgen 1,3-dipolar cycloaddition of azides to alkynes to give 1,2,3-triazoles is, as Dr. Sharpless called it, "the cream of the crop".
AK Scientific stocks unique alkynes and azides with organoboron functionality from AMT, suited both for the Huisgen click reaction and for Suzuki coupling.
AMT Click Chemistry Fact Sheet

Azides

Catalog #
(structure)
Name
AMTB1241 2-(4-(2-Azidoethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB503 2-(4-(Azidomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB513 2-(3-(Azidomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB514 Potassium 4-(azidomethyl)phenyltrifluoroborate
AMTB515 2-(2-(Azidomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTB521 Potassium 3-(azidomethyl)phenyltrifluoroborate
AMTB525 Potassium 2-(azidomethyl)phenyltrifluoroborate
AMTB531 2-(4-(Azidomethyl)phenyl)-2,3-dihydro-1H-naptho[1,8-de][1,3,2]diazaborinine
AMTB662 Tetrabutylammonium 2-(azidomethyl)phenyl trifluoroborate
AMTB669 Tetrabutylammonium 4-(azidomethyl)phenyl trifluoroborate
AMTB683 2-(4-(1-Azidoethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
AMTGC125-97 Azide-PEG3-Amine
AMTGC125-99 Azide-PEG3-Amine (ultra pure)
AMTGC156 Azido-PEG3-azide
AMTGC187 N3-PEG3-CH2CH2NtBoc
AMTGC189-97 N3-PEG2-CH2CH2NH2
AMTGC189-99 N3-PEG2-CH2CH2NH2
AMTGC190 N3-PEG2-CH2CH2N3
AMTGC196 Me-PEG3-CH2CH2N3
AMTGC225 1-Azido-2-(2-methoxyethoxy)ethane
AMTGC260 1,14-Diazido-3.6.9,12-tetraoxatetradecane
AMTGC261 N3-PEG4-CH2CH2NH2
AMTGC272 Azido-PEG4-alcohol
AMTGC279 BocNH-PEG2-CH2CH2N3
AMTGC280 1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane
AMTGC281-97 Azido-PEG5-amine
AMTGC281-98 Azido-PEG5-amine
AMTGC282 Boc-NH-PEG5-azide
AMTGC286 1-Azido-2-(2-(2-ethoxyethoxy)ethoxy)ethane
AMTGC288 13-Azido-2,5,8,11-tetraoxatridecane
AMTGC289 1-Azido-2-(2-ethoxyethoxy)ethane
AMTGC324 16-Azido-2,5,8,11,14-pentaoxahexadecane
AMTGC326 19-Azido-2,5,8,11,14,17-hexaoxanonadecane
AMTGC335 (Z)-Methyl 2-azido-3-(3,4,5-trimethoxyphenyl)acrylate
AMTGC336 1-(Azidomethyl)pyrene
AMTGC338 tert-Butyl (14-azido-3,6,9,12-tetraoxatetradecyl)carbamate
AMTGC351 1,23-Diazido-3,6,9,12,15,18,21-heptaoxatricosane
AMTGC352 23-Azido-3,6,9,12,15,18,21-heptaoxatricosan-1-amine
AMTGC379 2-(Azidomethyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine
AMTGC385 1-(2-(2-Azidoethoxy)ethoxy)butane
AMTGC401 14-Azido-3,6,9,12-tetraoxatetradecan-1-ol
AMTGC407 1-Azido-4-isocyanatobutane
AMTGC412 2-(2-(2-Azidoethoxy)ethoxy) ethanol
AMTGC413 1,4-Diazidobutane

Alkynes

Catalog #
(structure)
Name
AMTB136 [4-(Prop-2-ynylamine-1-carbonyl)phenyl]boronic acid pinacol ester
AMTB140 [3-(Prop-2-ynylamine-1-carbonyl)phenyl]boronic acid pinacol ester
AMTB199 4-(Phenylethynyl)benzeneboronic acid pinacol ester
AMTB200 4-[(Trimethylsilyl)ethynyl]benzeneboronic acid pinacol ester
AMTB201 4,4,5,5-Tetramethyl-2-(3-trimethylsilanylethynyl-phenyl)-[1,3,2]dioxaborolane
AMTB202 Bis-(4,4,5,5-Tetramethyl-2-(4-phenyl)-[1,3,2]dioxaborolane)acetylene
AMTB205 2-(4-Ethynyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
AMTB207 4-([4-(Methoxycarbonyl)phenyl]ethynyl)benzeneboronic acid pinacol ester
AMTB208 4-(3-Hydroxy-1-propynyl)benzeneboronic acid pinacol ester
AMTB210 3-Ethynylbenzeneboronic acid pinacol ester
AMTB224 4-(4-Methoxyphenylethynyl)benzeneboronic acid pinacol ester
AMTB225 4-(4-Chlorophenylethynyl)benzeneboronic acid pinacol ester
AMTB466 2-(4-Ethynylphenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
AMTB499 2-(4-((Trimethylsilyl)ethynyl)phenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
AMTB512 1,2-Bis(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyne
AMTB864 2-4((4-Methoxyphenyl)ethynl)phenyl)-2.3.dihydro-1H-naphtho[1.8-de][1.3.2]diazaborinine
AMTB870 Potassium 4-((4-Methoxycarbonyl)phenyl)ethynyl)phenyltrifluoroborate
AMTGC015 9-(4-Ethynylphenyl)-9H-carbazole
AMTGC016 2-Ethynyl-3-hexylthiophene
AMTGC017 2-Ethynyl-3-nonylthiophene
AMTGC018 3-Dodecyl-2-ethynylthiophene
AMTGC345 2,5,8,11,14-Pentaoxaheptadec-16-yne
AMTGC347 2,5,8,11-Tetraoxatetradec-13-yne

References

  1. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Click Chemistry: Diverse Chemical Function from a Few Good Reactions. Angew. Chem., Int. Ed. 2001, 40, 2004-2021.
  2. Tron, G. C.; Pirali, T.; Billington, R. A.; Canonico, P. L.; Sorba, G.; Genazzani, A. A. Click Chemistry Reactions in Medicinal Chemistry: Applications of the 1,3-dipolar Cycloaddition between Azides and Alkynes. Med. Res. Rev. 2007, 28, 278-308.
  3. AMTB503: White, J. R.; Price, G. J.; Schiffers, S.; Raithby, P. R.; Plucinski, P. K.; Frost, C. G. A Modular Approach to Catalytic Synthesis Using a Dual-functional Linker for Click and Suzuki Coupling Reactions. Tetrahedron Lett. 2010, 51, 3913-3917.
  4. AMTB515: Mulla, K.; Dongare, P.; Zhou, N.; Chen, G.; Thompson, D. W.; Zhao, Y. Highly Sensitive Detection of Saccharides under Physiological Conditions with Click Synthesized Boronic Acid-Oligmer Fluorophores. Org. Biomol. Chem. 2011, 9, 1332-1336.
  5. AMTB514: Molander, G. A.; Ham, J. Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides. Org. Lett. 2006, 8, 2767-2770.

See AMT's website or contact us for more info about AMT's unique compounds.