3-Aminomethyl-3-[bis(phenylmethyl)amino]oxetane synthesis

Yield: 81%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0 - 20; for 2 h;Cooling with ice;

Steps:

31.2 [0527] Step 2 (3-Aminomethyl-oxetan-3-yl) -dibenzyl-amine
[0528] [0529] To the solution of the product of step 1 (7.0 g, 25.2 mmol, 1.0 equiv.) in 100 mL of THF was added LiAlH 4 (1.14 g, 30.2 mmol, 1.2 equiv.) at 0°C with an ice bath. The mixture was stirred for 2 h at r.t.. The solution was quenched with water/NaOH solution/water (1.2 g, 3.6 g, 1.2 g) at 5°C and then 10 g of sodium sulfate was added. The mixture was stirred for 30 min and filtrated, the THF solution was concentrated. The residue was purified through silica gel column chromatography to afford 7.8 g of the title product as white solid. Yield: 81%. MS (ES+) : 383 [M + 1] +.

References:

GUANGDONG NEWOPP BIOPHARMACEUTICALS CO., LTD.;WANG, Zhaoyin;MA, Jianbin;SHAO, Yanqiang;LI, Nanxin WO2020/160707, 2020, A1 Location in patent:Page/Page column 65