1,3,5-TRIBENZYLHEXAHYDRO-1,3,5-TRIAZINE

Uses

1,3,5-Tribenzyl-1,3,5-triazinane is used as a reagent in the synthesis of phosphinic acid based N-Acetylated alpha-linked acidic dipeptidase (NAALADase) inhibitors, which may potentially be used for the treatment of both neurodegenerative disorders and peripheral neuropathies.

Uses

1,3,5-Tribenzylhexahydro-1,3,5-triazine is used as a reagent in the synthesis of phosphinic acid based NAALADase inhibitors which may potentially be used for the treatment of both neurodegenerative disorders and peripheral neuropathies.

Uses

1,3,5-Tribenzylhexahydro-1,3,5-triazine was used:

• in the synthesis of alkyl β-aminocarboxylates via trifluoromethanesulfonic acid catalyzed reaction with ketene silyl acetals
• as ligand to study the assembling process of a heterogeneous Cr-based single-site ethylene trimerization catalyst by X-ray absorption spectroscopy
• as ligand during conversion of Phillips Cr/SiO₂ polymerisation catalyst to ethylene trimerisation catalyst after assembling new active sites on the silica surface

Application

1,3,5-Tribenzylhexahydro-1,3,5-triazine was used:in the synthesis of alkyl β-aminocarboxylates via trifluoromethanesulfonic acid catalyzed reaction with ketene silyl acetals;as ligand to study the assembling process of a heterogeneous Cr-based single-site ethylene trimerization catalyst by X-ray absorption spectroscopy;as ligand during conversion of Phillips Cr/SiO2 polymerisation catalyst to ethylene trimerisation catalyst after assembling new active sites on the silica surface.

Synthesis

To a round-bottomed flask (125 mL) equipped with a reflux condenser was added theappropriate amine (0.05 mmol), toluene (40 mL) and formaldehyde (37%, 4.1 mL).The solution was brought to reflux using an external oil bath and kept stirring for 30min. Then, the toluene was evaporated under reduced pressure, and the residue wasdissolved in ethyl acetate and washed with a saturated aqueous solution of sodiumchloride. After evaporation of the solvent under reduced pressure in a rotaryevaporator, the residue was purified by silica gel column chromatography usinghexane/ethyl acetate 9:1 as the eluent.

References

[1] Phosphorus and Sulfur and the Related Elements, 1988, vol. 39, p. 91 - 112
[2] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 1235 - 1240
[3] Organometallics, 2012, vol. 31, # 5, p. 2001 - 2008
[4] Tetrahedron, 1992, vol. 48, # 8, p. 1465 - 1484
[5] Synthesis (Germany), 2018, vol. 50, # 10, p. 2001 - 2008