Hydrochloric Acid → (1R,3S,4S,5R)-3-[4-Amino-3-fluoro-5-((R)-2,2,2-trifluoro-1-methoxymethyl-ethoxy)-benzyl]-5-{[1-(2,2-dimethyl-propyl)-1H-pyrazol-4-ylmethyl]-amino}-1-oxo-tetra-hydro-thiopyran-4-ol dihydrochloride

Participants

Reaction Steps

The title compound can be prepared in an analogous manner as described for example 41 steps c) and d) from (1R,3R,4S,5S)-3-amino-5-[3-fluoro-4-nitro-5-((R)-2,2,2-trifluoro-1-methoxymethyl-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol hydrochloride and 1-(2,2-dimethyl-propyl)-1H-pyrazole-4-carbaldehyde and subsequent transformation into the hydrochloride salt with 5N HCl in Et2O to afford the title compound as a beige foam: TLC (CH2Cl2-MeOH 9:1) Rf=0.35; HPLC RtG3=1.51 min; ESIMS [M+H]+=565; 1H NMR (400 MHz, DMSO-d6): δ 7.53 (s, 1H), 7.34 (s, 1H), 6.72 (s, 1H), 6.64 (d, 1H), 5.12-5.06 (m, 1H), 4.96 (d, 1H), 4.59 (s, 2H), 3.84 (s, 2H), 3.77-3.64 (m, 3H), 3.48 (d, 1H), 3.33 (s, 3H), 3.18-3.05 (m, 3H), 2.98 (dd, 1H), 2.71 (d, 1H), 2.46-2.26 (m, 5H), 0.88 (s, 9H).

Provenance & Evidence