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CS-W001157 4
Total: USD 88.00

Tribenzylamine

  • CAS No. 620-40-6

  • Cat. No. CS-0071604
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Tribenzylamine|CS-0071604

Structure of 620-40-6

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General Information

  • CAS No. 620-40-6
  • Cat. No. CS-0071604
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₁N
  • Molecular Weight 287.40
  • Synonym(s) N,N-dibenzyl-1-phenylmethanamine; Tribenzylamine
  • SMILES N(CC1=CC=CC=C1)(CC2=CC=CC=C2)CC3=CC=CC=C3

Description

2-(2,6-dioxopiperidin-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-1,3-dione is a thalidomide analogue featuring a boronic pinacol ester, otherwise known as a Bpin group, and they are most frequently used in Suzuki reactions. This molecule is an activator for E3 ligase, which ubiquitinylates proteins, thus committing their fate to proteolytic destruction.

Application

Tribenzylamine serves as a versatile, bench-stable tertiary amine in synthetic organic chemistry, enabling efficient catalysis in C–H functionalization and cross-coupling reactions. Its triaryl substitution provides excellent solubility and thermal stability, facilitating purification and scalability. Widely used as a ligand or additive in transition metal-catalyzed transformations, it functions effectively in palladium- and copper-mediated processes, offering robust performance across diverse reaction conditions.

Synthesis

  • Route1

    References

    • Kawahara, Ryoko; Fujita, Ken-Ichi; Yamaguchi, Ryohei Journal of the American Chemical Society, 2010 , vol. 132, # 43 p. 15108 - 15111
  • Route2
    • null|null
      100-46-9
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~82%
    • In-stock
      Tribenzylamine|CS-0071604
      620-40-6

    References

    • Yamada, Yoichim. A.; Ohta, Hidetoshi; Yuyama, Yoshinari; Uozumi, Yasuhiro Synthesis (Germany), 2013 , vol. 45, # 15 art. no. SS-2013-C0144-ST, p. 2093 - 2100
  • Route3
    • null|null
      100-44-7
    • null|null
      100-46-9
    • ~93%
    • In-stock
      Tribenzylamine|CS-0071604
      620-40-6

    References

    • Shamim, Tahira; Kumar, Vineet; Paul, Satya Synthetic Communications, 2014 , vol. 44, # 5 p. 620 - 632

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   4.889
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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