tert-Butyl-d9-amine

Clear Colourless Oil

tert-Butylamine is common reagent in pharmaceuticals syntheses. Used in the preparation of aminoBODIPY compounds for chemical analyses. Also it aids in the synthesis of benzylurea-based insecticides c ontaining amide and sulfonate groups. It has also been used in the synthesis of BPTES analogs, that act as glutaminase inhibitors, which can attenuate the growth of human lymphoma B cells. This is the labeled analog.

In a 100 mL flask with a thermometer and condenser tube, 3.607 g (0.1 mol) of methanol-D4 was added and cooled to 0 C. Under stirring conditions, 38.071 g (0.15 mol) of iodine, and an appropriate amount of red phosphorus were added slowly in batches, and at the end of the reaction, was obtained by distillation. of iodomethane-D3, and then use the above-prepared iodomethane-D3 to prepare into a format reagent, and slowly add 6.412 g of dropwise at 2 C (0.1 mol) acetone-D6, and the reaction was carried out at room temperature for 3 h. The reaction was quenched by dilute hydrochloric acid to obtain tert-butanol-D6. The obtained tert-butanol-D6 was distilled After purification, the reaction temperature was controlled at -10 , 7.722 g (0.15 mol) of iminium chloride was added dropwise to tert-butanol-D6 and the catalyst, and the dropwise was added. After the addition was completed, the reaction was continued for 2h, and the reaction solution was distilled to obtain 3.734g of tert-butylamine-D9 product, with a yield of by methanol-D4 45.4% in methanol-D4, the chromatographic purity was more than 99.0%, and the abundance of D isotope was 98.8atom%D by mass spectrometry.