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Potassium [[(tert-Butoxycarbonyl)amino]methyl]trifluoroborate
(CAS RN:1314538-55-0 Product Number:P2155)

Structure

Potassium [[(tert-Butoxycarbonyl)amino]methyl]trifluoroborate
Synonym Potassium (N-Boc-aminomethyl)trifluoroborate

General Information

Product Number P2155

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Purity/Analysis Method >97.0%(N)
Storage Temperature
M.F. / M.W. C6H12BF3KNO2=237.07
CAS RN 1314538-55-0
Related CAS RN
MDL Number MFCD19686142
Packaging and Container

Notes

This material was produced by collaboration with Eisai Co., Ltd. (Patent No. WO2008007670)
  • Product Details
  • Safety & Regulations

Specification

Purity(with Total Nitrogen) min. 97.0 %

Data of Reference

mp 181°C(lit.)

References

Reaxys-RN 21751374
PubChem SID 253661860

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P264
  • :Wash hands and face thoroughly after handling.
  • P280
  • :Wear protective gloves, eye protection.
  • P302+P352+P332+P313+P362+P364
  • :If on skin: Wash with plenty of soap and water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P305+P351+P338+P337+P313
  • :If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Application

Introduction of an aminomethyl group by Suzuki-Miyaura cross-coupling reaction

P2155

General Procedure for the Suzuki?Miyaura Cross-coupling Reaction: A sealed tube is charged with potassium (tert-butoxycarbonyl)amino)methyl)trifluoroborate (62 mg, 0.263 mmol, 1.05 equiv), an aryl or heteroaryl chloride (0.25 mmol, 1.0 equiv), Pd(OAc)2 (3 mg, 0.013 mmol, 0.05 equiv), SPhos ligand (0.03 mmol, 0.1 equiv) and K2CO3 (104 mg, 0.75 mmol, 3.0 equiv). The mixture is then purged with argon. Toluene/H2O (4:1, 0.8 mL / 0.2 mL) is then added to the reaction tube. The reaction mixture is stirred for 22 h at 85 °C and then cooled to rt. A solution of pH 7 buffer (2 mL) is added, and the resulting mixture is extracted with EtOAc (2 × 3 mL). The organic layer is combined, dried (MgSO4) and filtered. The solvent is removed in vacuo and the product is purified by column chromatography to give the corresponding compound in shown yield.

References

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