Hexahydro-1,3,5-tris(phenylmethyl)-1,3,5-triazine

General procedure: To a round-bottomed flask (125 mL) equipped with a reflux condenser was added theappropriate amine (0.05 mmol), toluene (40 mL) and formaldehyde (37percent, 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 [1].General procedure: To a stirred suspension of anhydrous MgSO4 in DCM (25 mL), paraformaldehyde(0.56 g, 18.7 mmol) and freshly distilled amine (18.7mmol) were added in sequence. The mixture was stirred at r.t. overnight.The MgSO4 was filtered off and the filtrate was concentrated invacuo to give 1, 3, 5-trisubstituted-1, 3, 5-triazinane, which was used inthe next step without further purification. 1, 3, 5-Tribenzyl-1, 3, 5-triazinane (9a) Yield: 1.63 g (71percent); white solid; mp 49–51 °C.1H NMR (400 MHz, CDCl3): δ = 7.41–7.17 (m, 15 H), 3.71 (s, 6 H), 3.47(br s, 6 H).Into a 100-mL 3-necked round- bottom flask was placed benzylamme (10 g, 93 46 mmol, 1 00 equiv), followed by the addition of formaldehyde (9 0 g, 1 20 equiv, 37percent) dropwise with stirring at 0-10

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.

Molecular Weight:357.5
XLogP3:4.9
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:357.220497874
Monoisotopic Mass:357.220497874
Topological Polar Surface Area:9.7
Heavy Atom Count:27
Complexity:334
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes