Hydrochloric Acid → HCID 22127919, compound

Participants

Reaction Steps

From 2-trimethylsilylethyl (3RS,4RS)-4-(4-fluorophenyl)-3-[4-[3-(2-trimethylsilyl-ethoxymethoxy)-benzyloxy]-naphthalen-2-ylmethoxy]-piperidine-1-carboxylate there was obtained in analogy to the procedure described in Example 1 (e) by cleavage of the 2-trimethylsilylethyl carbamate with tetrabutylammonium fluoride in tetrahydrofuran (3RS, 4RS)-4-(4-fluorophenyl)-3-[4-[3-(2-trimethylsilyl-ethoxymethoxy)-benzyloxy]-naphthalen-2-ylmethoxy]-piperidine, MS: 588 (M+H)+, as a light yellow oil, from which by cleavage of the SEM group by means of a 2N solution of hydrogen chloride in methanol analogously to the procedure described in Example 5 (g) there was obtained (3RS,4RS)-4-(4-fluorophenyl)-3-[4-[3-hydroxy-benzyloxy]-naphthalen-2-ylmethoxy]-piperidine as a colourless solid; MS: 458 (M+H)+.

Provenance & Evidence