1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → HCID 86609443, compound

Participants

Reaction Steps

Following a procedure similar to that described in Example 160-(e), (E)-3-{[1-(methoxycarbonylmethyl)-1H-1,2,3-triazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-ol (4.7 g) was treated with thioacetic acid and N,N-dimethylformamide dineopentyl acetal. After extraction, the obtained substance was purified by silica gel chromatography to afford (E)-4-(acetylsulfanyl)-3-{[1-(methoxycarbonylmethyl)-1H-1,2,3-triazol-4-yl]methylidene}-1-(triphenylmethyl)piperidine (2.6 g). This compound was similarly treated with trifluoroacetic acid in dichloromethane and the residue obtained by concentration of the reaction mixture was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.026 N aqueous trifluoroacetic acid solution, 18/82, v/v) to afford the title compound (550 mg, yield: 14%) as a yellow amorphous solid.

Provenance & Evidence