(4-BENZYL-1,4-OXAZINAN-2-YL)METHYLAMINE

Into a 50mL-1-neck-rbf, 2-(4-benzylmorpholine-2-yl)methylphthalimide (1.3 g, 3.87 mmol) and hydrazine hydrate(0.38 g, 7.6 mmol) were charged, and EtOH (13 ml) was charged thereto. The mixture was heated to 80, followed by stirring for 4 hours. After the completion of the reaction was monitored with TLC, the resultant solution was cooled to room temperature, and inorganic matters were separated by filtration. The filtrate was vacuum-concentrated, added with 10percent NaOH solution (10 m), and extracted with methylenechloride(20 ml) twice. The extracted organic layer was completely collected, dried with MgSOTo a stirred solution of 2-azidomethyl-N-benzyl morpholine (100 mg, 0.43 mmol, obtained in the above step) in TI-IF (1, 7 mL) cooled at 0 °C, triphenyiphosphine (124.30.47 mmol) and water (0.03 mL, 1.6 mmol) was added. The reaction mixture was gradually warmed to room temperature stirred for 12 hours. The volatiles were removed under reduced pressure and the crude mass was diluted with hydrochloride (2N, 1 mL) and extracted with ether. The aqueous layer was cooled to 0 °C and basified with aqueous NaHCO3 solution to8-9 and extracted with DCM. The combined organic layer was dried over anhydrous Na2SO4and the solvent was removed under reduced pressure to obtain the above titled compound (31.6 mg). Yield: 35 percent for above two steps.‘H - NMR CDC13 (ö ppm): 1.87- 1.95 (1H, m), 2.20 (1H, ddd, J = 3.2, 11.4, 14.6 Hz), 2.65 -2.80 (4H, m), 3.48 - 3.60 (3H, m), 3.68 - 3.76 (IH, m), 3.90 - 3.96 (1H, m), 7.28 - 7.32 (IH, m), 7.32 - 7.41 (4H, m).Mass (mlz): 207.3 (M+H).

Molecular Weight:206.28
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:206.141913202
Monoisotopic Mass:206.141913202
Topological Polar Surface Area:38.5
Heavy Atom Count:15
Complexity:181
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes